Litcius/Paper detail

Selective [3 + 2] Cycloaddition of Cyclopropenone Derivatives and Elemental Chalcogens

Jian Wu, Wenxia Gao, Xiaobo Huang, Yunbing Zhou, Miaochang Liu, Huayue Wu

2020Organic Letters48 citationsDOI

Abstract

A highly efficient method is disclosed for the synthesis of 1,2-dichalcogen heterocycles via [3 + 2] cycloaddition of cyclopropenone derivatives and elemental chalcogens. Different from other cyclopropenone derivatives, cyclopropenselenones undergo unprecedented rearrangement with elemental sulfur. The features of this protocol include mild reaction conditions, high efficiency, excellent atom economy, gram-scale ability, and good regioselectivity.

Topics & Concepts

ChemistryCycloadditionRegioselectivityChalcogenSulfurAtom economyElemental analysisCombinatorial chemistryOrganic chemistryComputational chemistryCatalysisSulfur-Based Synthesis TechniquesSynthesis and Reactivity of Sulfur-Containing CompoundsClick Chemistry and Applications