I2-Promoted In Situ Cyclization-Rethiolation Reaction: Synthesis of 2-Aliphatic- or Aromatic-Substituted Indolizines

作者:Zhao, Peng; Yu, Zhi-Cheng; Wang, Ling-Feng; Zhou, You; Wu, Yan-Dong; Ma, Yongmin*; Wu, An-Xin*
来源:Journal of Organic Chemistry, 2022, 87(22): 15197-15209.
DOI:10.1021/acs.joc.2c01724

摘要

An efficient I2-promoted one-pot one-step three-component reaction for the synthesis of sulfhydryl indolizines from methyl ketones, 2-pyridylacetate derivatives, and sulfonyl hydrazides via an in situ cyclization-rethiolation strategy has been developed. This protocol shows excellent substrate compatibility, including for chain and cyclic aliphatic methyl ketones, natural product pregnenolone acetate, and phosphorus-containing methyl ketones, affording a series of valuable aliphatic-substituted indolizines in good yields.