A selective synthesis of 4-bromoisoquinoline and 4-bromoisquinolone

作者:Zhang, Hong Ping*; Li, Hong Yan; Xiao, Hong Fang
来源:Journal of Chemical Research, 2013, 37(9): 556-558.
DOI:10.3184/174751913X13744287541024

摘要

2-Alkynyl benzyl azides smoothly underwent an electrocyclic reaction catalysed by palladium to selectively afford either 4-bromoisoquinoline and 4-bromoisquinolones under different conditions. 4-Bromoisoquinoline was synthesised in the presence of PdBr2/CuBr2/LiBr in MeCN, and 4-bromoisoquinolone was selectively produced with PdBr2/CuBr2/HOAc in CH2ClCH2Cl. A bromine was introduced into the products which makes the methodology more attractive for organic synthesis.