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P<sup>III</sup>-Mediated intramolecular cyclopropanation and metal-free synthesis of cyclopropane-fused heterocycles

Jiayong Zhang, Jiahang Hao, Zhiqiang Huang, Jie Han, Zhengjie He

2020Chemical Communications35 citationsDOI

Abstract

A P(NMe2)3-mediated reductive intramolecular cyclopropanation is developed for the first time, which provides facile access to a wide variety of cyclopropane-fused heterocycles including chromanes, tetrahydroquinolines, lactones, and lactams. Catalytic hydrogenative ring-expansion of the cyclopropane-fused heterocycles is also elaborated, leading to various structurally important medium-sized heterocycles.

Topics & Concepts

CyclopropanationCyclopropaneIntramolecular forceChemistryMetalStereochemistryOrganic chemistryCatalysisRing (chemistry)Cyclopropane Reaction MechanismsSynthetic Organic Chemistry MethodsN-Heterocyclic Carbenes in Organic and Inorganic Chemistry
P<sup>III</sup>-Mediated intramolecular cyclopropanation and metal-free synthesis of cyclopropane-fused heterocycles | Litcius