Category: 2635-13-4

Delcaillau, Tristan’s team published research in Journal of the American Chemical Society in 2021 | CAS: 2635-13-4

Furthermore, the coupling of 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4) with β-methallyl alcohol was catalyzed by Pd(OAc)2 in combination with P(t-Bu)3.Application In Synthesis of 5-Bromobenzo[d][1,3]dioxole

Delcaillau, Tristan; Boehm, Philip; Morandi, Bill published their research in Journal of the American Chemical Society in 2021. The article was titled 《Nickel-Catalyzed Reversible Functional Group Metathesis Between Aryl Nitriles And Aryl Thioethers》.Application In Synthesis of 5-Bromobenzo[d][1,3]dioxole The article contains the following contents:

A new functional group metathesis between aryl nitriles and aryl thioethers via nickel/dcype catalysis to achieve fully reversible transformation to afford aryl nitriles R-CN [R = 4-tBuC6H4, 3-FC6H4, 2-naphthyl, etc.] and aryl thioethers R1-SMe [R1 = 4-NCC6H4, 2-pyridyl, 4-F3CC6H4, etc.] in good to excellent yields was reported. Furthermore, the cyanide and thiol-free reaction showed high functional-group tolerance and great efficiency for late-stage derivatization of com. mols. Finally, synthetic applications demonstrated its versatility and utility in multistep synthesis. In the experimental materials used by the author, we found 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4Application In Synthesis of 5-Bromobenzo[d][1,3]dioxole)

Furthermore, the coupling of 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4) with β-methallyl alcohol was catalyzed by Pd(OAc)2 in combination with P(t-Bu)3.Application In Synthesis of 5-Bromobenzo[d][1,3]dioxole

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Hu, Yuanyuan’s team published research in Chemical Communications (Cambridge, United Kingdom) in 2021 | CAS: 2635-13-4

Furthermore, the coupling of 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4) with β-methallyl alcohol was catalyzed by Pd(OAc)2 in combination with P(t-Bu)3.Name: 5-Bromobenzo[d][1,3]dioxole

Hu, Yuanyuan; Luo, Honggen; Tu, Xiangtu; Xue, Han; Jin, Hongwei; Liu, Yunkui; Zhou, Bingwei published their research in Chemical Communications (Cambridge, United Kingdom) in 2021. The article was titled 《Selective cine-arylation of tert-cyclobutanols with indoles enabled by nickel catalysis》.Name: 5-Bromobenzo[d][1,3]dioxole The article contains the following contents:

In previous literature, tert-cyclobutanols are widely studied for C-C bond activation exclusively leading to the formation of ordinary γ-substituted ketones. Herein, authors report on nickel-catalyzed cine-arylation of tert-cyclobutanols with indoles to access β-aryl ketones with an unusual site-selectivity at the C3-position of tert-cyclobutanols. The reaction features earth-abundant nickel catalysis, excellent regioselectivity, high atom-economy, and broad substrate scope. The experimental part of the paper was very detailed, including the reaction process of 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4Name: 5-Bromobenzo[d][1,3]dioxole)

Furthermore, the coupling of 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4) with β-methallyl alcohol was catalyzed by Pd(OAc)2 in combination with P(t-Bu)3.Name: 5-Bromobenzo[d][1,3]dioxole

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Hess, Andreas’s team published research in Chemical Communications (Cambridge, United Kingdom) in 2022 | CAS: 2635-13-4

Furthermore, the coupling of 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4) with β-methallyl alcohol was catalyzed by Pd(OAc)2 in combination with P(t-Bu)3.Electric Literature of C7H5BrO2

Hess, Andreas; Alandini, Nurtalya; Guelen, Hasret C.; Prohaska, Jan P.; Knochel, Paul published an article in 2022. The article was titled 《Regioselective magnesiations of functionalized arenes and heteroarenes using TMP2Mg in hydrocarbons》, and you may find the article in Chemical Communications (Cambridge, United Kingdom).Electric Literature of C7H5BrO2 The information in the text is summarized as follows:

The preparation of a new hydrocarbon-soluble magnesium amide TMP2Mg (TMP = 2,2,6,6-tetramethylpiperidyl) was report . This base showed excellent properties for the regioselective magnesiation of various arenes and heteroarenes bearing Et esters and carbamates under very mild reaction conditions. Subsequent trapping with aryl iodides (Negishi cross-coupling) gave access to a range of highly functionalized valuable building blocks such as I [R = 2-F,6-C(O)OEt, 2-F,6-C(O)Ot-Bu, 2-C(O)OEt, etc. R1 = I, 2-thienyl, 3-MeOC6H4, etc.]. The results came from multiple reactions, including the reaction of 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4Electric Literature of C7H5BrO2)

Furthermore, the coupling of 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4) with β-methallyl alcohol was catalyzed by Pd(OAc)2 in combination with P(t-Bu)3.Electric Literature of C7H5BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Lamola, Jairus L.’s team published research in Phosphorus, Sulfur and Silicon and the Related Elements in 2022 | CAS: 2635-13-4

Furthermore, the coupling of 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4) with β-methallyl alcohol was catalyzed by Pd(OAc)2 in combination with P(t-Bu)3.Safety of 5-Bromobenzo[d][1,3]dioxole

In 2022,Lamola, Jairus L.; Moshapo, Paseka T.; Holzapfel, Cedric W.; Maumela, Munaka Christopher published an article in Phosphorus, Sulfur and Silicon and the Related Elements. The title of the article was 《Designing biaryl phosphacyclic ligands: their characterization and evaluation in palladium-catalyzed Suzuki-Miyaura reactions of aryl bromides and chlorides》.Safety of 5-Bromobenzo[d][1,3]dioxole The author mentioned the following in the article:

Efficient palladium catalyst systems based on the combination of bench stable biaryl phosphacycles and Pd(OAc)2 are described for Suzuki-Miyaura cross-coupling reactions of aryl bromides and chlorides. Notably, the electronically and sterically diametric biaryl phosphacycles allowed facile coupling of sterically hindered and heterocyclic substrates.5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4Safety of 5-Bromobenzo[d][1,3]dioxole) was used in this study.

Furthermore, the coupling of 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4) with β-methallyl alcohol was catalyzed by Pd(OAc)2 in combination with P(t-Bu)3.Safety of 5-Bromobenzo[d][1,3]dioxole

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

9/7/21 News Brief introduction of 2635-13-4

The synthetic route of 2635-13-4 has been constantly updated, and we look forward to future research findings.

Application of 2635-13-4,Some common heterocyclic compound, 2635-13-4, name is 5-Bromobenzo[d][1,3]dioxole, molecular formula is C7H5BrO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a screw cap vial were added Pd(PPh3)2Cl2 (58.3 mg, 81.4 mumol), CuI (31.6 mg, 163 mumol),anhydrous DMF (0.33 mL), 4-bromo-1,2-(methylenedioxy)benzene (10d) (200 muL, 1.63 mmol)and Et3N (2.28 mL, 16.4 mmol) at rt. The solution was bubbled with argon gas for 5 min toremove the dissolved gases. Then, trimethylsilylethyne (350 muL, 2.44 mmol) was added, andthe reaction mixture was stirred at 90 C for 24 h. Upon completion of the reaction, the reaction mixture was concentrated by rotary evaporation. Purification by column chromatography(hexanes) yielded 11d (153 mg, 43%) as a brown liquid.

The synthetic route of 2635-13-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jeong, Yunkyung; Lee, Jooyeon; Ryu, Jae-Sang; Bioorganic and Medicinal Chemistry; vol. 24; 9; (2016); p. 2114 – 2124;,
Bromide – Wikipedia,
bromide – Wiktionary

The important role of 2635-13-4

The synthetic route of 2635-13-4 has been constantly updated, and we look forward to future research findings.

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 2635-13-4, name is 5-Bromobenzo[d][1,3]dioxole belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: bromides-buliding-blocks

General procedure: A 25mL Schlenk tube was charged with Cu2O(0.05mmol),ArX (0.5mmol), NHR1R2(0.75mmol), NaOH (1mmol),TBAB (0.1mmol), L1 (0.1mmol) and water (1mL). Themixture was stirred at 130C for 24h. The reaction mixturewas extracted with ethyl acetate (3 × 10mL), washed withwater and brine, dried over anhydrous Na2SO4,and concentratedin vacuo. The residue was purified by flash columnchromatograph on silica gel (ethyl acetate/petroleum etheras the eluent) to provide the target products 3a-3w.

The synthetic route of 2635-13-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Xiaochuang; Meng, Fei; Zhang, Jie; Xie, Jianwei; Dai, Bin; Catalysis Letters; vol. 148; 4; (2018); p. 1142 – 1149;,
Bromide – Wikipedia,
bromide – Wiktionary

Extracurricular laboratory: Synthetic route of C7H5BrO2

The synthetic route of 2635-13-4 has been constantly updated, and we look forward to future research findings.

Related Products of 2635-13-4,Some common heterocyclic compound, 2635-13-4, name is 5-Bromobenzo[d][1,3]dioxole, molecular formula is C7H5BrO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

EXAMPLE 3 Alternative syntheses of (S)-alpha-methyl-1,3 benzodioxole-5-ethanol 3.47 grams of 4-bromo-1,2(methylenedioxy)benzene were dissolved in 100 ml of tetrahydrofuran at -78 C., 13.9 ml of 1.3M sec-butyllithium in cyclohexane was then added to consume the aryl halide in less than 30 minutes. 1.00 grams of (S)-(-)-propylene oxide in 2 ml THF was added by syringe and the solution stirred for 45 minutes. The solution was then warmed to 23 C. for 16 hours. The reaction mixture was poured into 3M ammonium chloride solution and the product isolated by extraction with ethyl acetate. The combined extracts were dried over magnesium sulfate filtered through florisil and concentrated by rotary evaporation. The residual oil was purified by silica gel chromatography and eluted with a 50:50 mixture of hexane and diethyl ether to yield 1.40 g (45%) of the subtitled intermediate. Pchem: [alpha]365 +117.2 (c 1.0, CHCl3) TLC Rf =0.26 (50:50 hexane:ether); IR (CHCl3) 3598, 3012, 2973, 2887, 1490, 1249, 1041cm-1; 13 C NMR (CDCl3) d 147.75, 146.19, 132.26, 122.27, 109.68, 108.30; mass spectrum, m/z (FD, M+) 180; Anal. Calcd. for C10 H12 O3: C, 66.65; H, 6.71. Found: C, 66.42; H, 6.66.

The synthetic route of 2635-13-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eli Lilly and Company; US5665878; (1997); A;,
Bromide – Wikipedia,
bromide – Wiktionary

New learning discoveries about 2635-13-4

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromobenzo[d][1,3]dioxole, its application will become more common.

Reference of 2635-13-4,Some common heterocyclic compound, 2635-13-4, name is 5-Bromobenzo[d][1,3]dioxole, molecular formula is C7H5BrO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: Aryl bromine (0.5 mmol), phenylboronic acid (0.75 mmol) and K3PO4 (1mmol) was added in a 10mL reaction vial, which was closed with a rubber septum and evacuated and backfilled with nitrogen. Then 4 mL of 50% ethanol aqueous solution was added into the vial, 0.01mol% of PdNPs (according to 4-bromoanisole) water solution was injected into the vial, the reaction was carried out in at room temperature. The reaction process was monitored by TLC. The result product was extracted with ethyl acetate and purified by silica column chromatography.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromobenzo[d][1,3]dioxole, its application will become more common.

Reference:
Article; Ge, Jiyuan; Jiang, Jian; Yuan, Chenhuan; Zhang, Chaozhi; Liu, Minghua; Tetrahedron Letters; vol. 58; 12; (2017); p. 1142 – 1145;,
Bromide – Wikipedia,
bromide – Wiktionary

Introduction of a new synthetic route about 2635-13-4

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromobenzo[d][1,3]dioxole, its application will become more common.

Related Products of 2635-13-4,Some common heterocyclic compound, 2635-13-4, name is 5-Bromobenzo[d][1,3]dioxole, molecular formula is C7H5BrO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a vigorously stirred solution of 5-bromobenzo[d][1,3]dioxole(1 equiv, 8 g, 4.82 mL, 39.8 mmol) and silver trifluoroacetate (1.1 equiv, 9.67 g, 43.8 mmol) in DCM (100 mL) at 20 C was added dropwise over 1 h a solution of iodine (1.1 equiv, 11.1 g, 43.8 mmol) in a mixture of DCM (200 mL) and diethylether (100 mL). The mixture was then allowed back to room temperature and stirred overnight. The reaction mixture was quenched with a 10% (w/w) solution of sodium thiosulfate, the phases were separated and the aqueous phase was extracted with diethylether. The combined organic phases were washed with a saturated NaHCO3 solution, brine, and dried over sodium sulfate. The solvent was removed under reduced pressure and the crude product was recrystallized from methanol yielding 6-bromo-5-iodobenzo[d][1,3]dioxole (11.1 g,33.9 mmol, 85%). 1H NMR (CDCl3, 400 MHz): 7.24 (s, 1H), 7.08 (s, 1H), 5.99 (s, 2H)ppm. 13C NMR (CDCl3, 101 MHz): d149.1, 147.9, 120.7, 119.1, 112.7,102.3, 89.3 ppm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromobenzo[d][1,3]dioxole, its application will become more common.

Reference:
Article; Dherbassy, Quentin; Wencel-Delord, Joanna; Colobert, Francoise; Tetrahedron; vol. 72; 34; (2016); p. 5238 – 5245;,
Bromide – Wikipedia,
bromide – Wiktionary

Sources of common compounds: C7H5BrO2

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 2635-13-4, name is 5-Bromobenzo[d][1,3]dioxole, A new synthetic method of this compound is introduced below., Product Details of 2635-13-4

General procedure: A 25 mL Schlenk tube was charged with Cu2O (0.05 mmol), ArX (0.5 mmol), NHR1R2 (0.75 mmol), NaOH (1 mmol), TBAB (0.1 mmol), L2 (0.1 mmol) and H2O/EtOH (1 mL, 1/1, v/v). The mixture was stirred at 120 C for 12 h. The reaction mixture was extracted with ethyl acetate (3 10 mL), washed with water and brine, dried over anhydrous Na2SO4, and concentrated in vacuo. The residue was purified by flash column chromatograph on silica gel(ethyl acetate/petroleum ether as the eluent) to provide the target products 3a-3w and 6.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Xie, Jian-Wei; Yao, Zhen-Bin; Wang, Xiao-Chuang; Zhang, Jie; Tetrahedron; vol. 75; 27; (2019); p. 3788 – 3792;,
Bromide – Wikipedia,
bromide – Wiktionary