Litcius/Paper detail

Diastereoselective Construction of Cyclopropane-Fused Tetrahydroquinolines via a Sequential [4 + 2]/[2 + 1] Annulation Reaction

Zhen‐Hua Wang, Li‐Wen Shen, Ke-Xin Xie, Yong You, Jian‐Qiang Zhao, Wei‐Cheng Yuan

2020Organic Letters38 citationsDOI

Abstract

A sequential [4 + 2]/[2 + 1] annulation of α-aryl vinylsulfoniums with 2-aminochalcones and 2-(2-aminobenzylidene)-1H-indene-1,3(2H)-dione is reported that affords a series of cyclopropane-fused tetrahydroquinolines. The salient features of this novel and practical transformation include high efficiency, transition-metal-free nature, operational simplicity, and outstanding functional group tolerance.

Topics & Concepts

AnnulationChemistryCyclopropaneIndeneArylCombinatorial chemistryStereochemistryFunctional groupOrganic chemistryCatalysisRing (chemistry)PolymerAlkylCyclopropane Reaction MechanismsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods