Formation of C(sp2)-boronate esters by borylative cyclization of alkynes using BCl3 was written by Warner, Andrew J.;Lawson, James R.;Fasano, Valerio;Ingleson, Michael J.. And the article was included in Angewandte Chemie, International Edition in 2015.Computed Properties of C9H11BrO This article mentions the following:
Arylpropargyl compounds R1C6H4YCH2CCR2 undergo cyclization in a reaction with BCl3 and pinacol, yielding cyclic alkenylboronates I (2, R1 = H, Me, MeO, Cl; Y = CH2, NTs, O; R2 = Ph, ClC6H4, C6F5, 3-CF3C6H4, 4-NCC6H4, MeC6H4, Br, Me, 1-naphthyl, PhCH:CH, 4-NO2C6H4, 4-EtO2CC6H4). Diynes R3CCCH2YCH2CCR3 gave boronates II (R3 = Ph, 10a,b; Y = CH2, NTs) or III (11, R3 = H, Y = CH2). BCl3 is an inexpensive electrophile which induces the borylative cyclization of a wide range of substituted alkynes to regioselectively form polycycles containing synthetically versatile C(sp2)-boronate esters. It proceeds rapidly, with good yields and is compatible with a range of functional groups and substitution patterns. Intermol. 1,2-carboboration of alkynes Ar1CCMe is also achieved using BCl3 and arene Ar2H to generate trisubstituted vinyl boronate esters Ar1Ar2C:CMe(Bpin) (12, Ar1 = Ph, Ar2 = 5-methyl-2-thienyl). In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Computed Properties of C9H11BrO).
1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) belongs to organobromine compounds. Many of the organo bromine compounds are relatively nonpolar. Bromine is more electronegative than carbon (2.8 vs 2.5) and hence the carbon in a carbonbromine bond is electrophilic in nature. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Computed Properties of C9H11BrO
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary