Tetrahedron

Synthesis and reactivity of 5-Br (I)-indolizines and their parallel cross-coupling reactions

AG Kuznetsov, AA Bush, EV Babaev

Index: Kuznetsov, Alexey G.; Bush, Alexander A.; Babaev, Eugene V. Tetrahedron, 2008 , vol. 64, # 4 p. 749 - 756

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Citation Number: 18

Abstract

Poorly available 5-iodo-and 5-bromoindolizines were prepared via regioselective lithiation of indolizines followed by halogenation. 5-Halogenoindolizines were found to be passive toward nucleophiles, whereas they may be trifluoroacetylated at C-3 and involved in reaction with DMAD giving cycl [3.2. 2] azine. The first successful Suzuki-coupling of 5- bromo (iodo) indolizines with different arylboronic acids (performed as a parallel synthesis ...