Journal of Organic Chemistry published new progress about 69361-41-7. 69361-41-7 belongs to bromides-buliding-blocks, auxiliary class PROTAC Linker,Aliphatic Linker, name is (4-Bromobut-1-yn-1-yl)trimethylsilane, and the molecular formula is C7H13BrSi, Synthetic Route of 69361-41-7.
Caporusso, Anna Maria published the artcileStereoselective Synthesis of Chiral 3-Aryl-1-alkynes from Bromoallenes and Heterocuprates, Synthetic Route of 69361-41-7, the publication is Journal of Organic Chemistry (2006), 71(5), 1902-1910, database is CAplus and MEDLINE.
The synthesis of racemic and chiral 3-aryl-1-alkynes HCCCR1R2R3 (R1 = H, Me; R2 = Me, Et, Me3C; R3 = Ph, 2-EtC6H4, 4-MeOC6H4, 1-naphthyl, etc.) via cross-coupling of 3-alkyl- and 3,3-dialkyl-1-bromo-1,2-dienes R1R2C:C:CHBr and arylbromocuprates (R3CuBr)MgBr·LiBr was examined With phenylcopper reagents and its para-substituted derivatives, as well as with 2-naphthyl cuprates, the reaction gave 3-aryl-1-alkynes with high regioselectivity and in good yields. On the contrary, when ortho-substituted Ph reagents and 1-naphthyl cuprates were used, the regioselectivity of the process was very dependent upon the steric requirements of the alkyl substituents on the bromoallenic substrate. When the steric bulk was increased, remarkable quantities of isomeric arylallenes R1R2C:C:CHR3 were also observed in the reaction mixtures The high 1,3-anti stereoselectivity of the coupling process allowed us to obtain enantiomerically enriched 3-aryl-1-alkynes from optically active allenic substrates, thus indicating a simple pathway toward the synthesis of quaternary stereogenic centers characterized by an aryl group. A possible cross-coupling mechanism was also suggested to explain the regio- and stereochem. data. For the preparation of ω-functionalized 3-phenyl-1-alkynes R4CHPhCCH [R4 = H2C:CH(CH2)2, Me3SiCC(CH2)2, HO(CH2)3], the reaction of 1-bromo-3-phenylpropadiene with Knochel reagents R5Cu(CN)ZnCl·2LiCl [R5 = H2C:CH(CH2)2, Me3SiCC(CH2)2, ClMgO(CH2)3] was also studied; this reaction led to the acetylenic compounds in high yields mainly when the R5 group on the copper reagent was primary.
Journal of Organic Chemistry published new progress about 69361-41-7. 69361-41-7 belongs to bromides-buliding-blocks, auxiliary class PROTAC Linker,Aliphatic Linker, name is (4-Bromobut-1-yn-1-yl)trimethylsilane, and the molecular formula is C7H13BrSi, Synthetic Route of 69361-41-7.
Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary