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The reaction of 6‐halopurines with phenyl metal complexes
Author(s) -
McKenzie Thomas C.,
Glass Debbie
Publication year - 1987
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570240610
Subject(s) - chemistry , yield (engineering) , lithium (medication) , medicinal chemistry , catalysis , alkyl , metal , cuprate , transition metal , substitution reaction , electron transfer , substitution (logic) , organic chemistry , metallurgy , medicine , materials science , physics , optoelectronics , doping , endocrinology , computer science , programming language
Abstract The reaction of N ‐alkyl‐6‐halopurines and phenyl lithium in the presence of various transition metal catalysts was investigated. The 6‐chloro compounds were found to react at C‐8 to give both addition and substitution products. The C‐8 substitution reaction was found to be photo stimulated, and it is likely that it procedes by an electron transfer mechanism. A 6‐iodopurine was found to react with lithium diphenyl cuprate to give 6‐phenylpurine in good yield.