American Chemical Society
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A Formal [3+2] Cycloaddition Process with Nonactivated Aziridines to Polysubstituted Indolizidines

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journal contribution
posted on 2005-12-08, 00:00 authored by Wei Zhu, Guorong Cai, Dawei Ma
Heating a mixture of ethyl 7-iodo-2-heptynoate (or its analogues), 2-aryl aziridines, and K2CO3 in dry CH3CN delivers polysubstituted indolizidines. This reaction goes through an SN2/formal [3+2] cycloaddition process and represents the first synthetically useful example of the formal [3+2] cycloaddition process through a C−N bond cleavage of nonactivated aziridines.