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Two‐Step Synthesis of 2‐Aminoindolizines from 2‐Alkylpyridines
Author(s) -
Kucukdisli Murat,
Opatz Till
Publication year - 2014
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201402618
Subject(s) - chemistry , pyridinium , cyanohydrin , alkylation , alkyl , combinatorial chemistry , acceptor , organic chemistry , catalysis , physics , condensed matter physics
An efficient method for the synthesis of 2‐aminoindolizines by the 5‐ exo ‐ dig cyclization of 2‐alkyl‐1‐(1‐cyanoalkyl)pyridinium salts has been developed. These substrates were prepared by N ‐alkylation of 2‐alkylpyridines with readily available cyanohydrin triflates. The method allows the introduction of various substituents at the 1‐, 3‐, 6‐, 7‐, and 8‐positions and leaves no undesired acceptor groups in the products.