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Asymmetric synthesis of benzothiazolopyrimidines with high catalytic efficiency and stereoselectivity under bifunctional phosphonium salt systems

Dongming Lu, Jia‐Hong Wu, Jianke Pan, Chen Xue, Xiaoyu Ren, Tianli Wang

2020Chemical Communications31 citationsDOI

Abstract

An efficient formal [4+2] annulation between 2-benzothiazolimines and allenoates mediated by an amino acid-derived bifunctional phosphonium salt catalyst is developed. This protocol provides a new and facile synthetic approach to create a broad range of isothiourea-based benzothiazolopyrimidine derivatives under mild reaction conditions with high isolated yields and excellent diastereo- and enantioselectivities.

Topics & Concepts

BifunctionalPhosphonium saltPhosphoniumSalt (chemistry)AnnulationCatalysisStereoselectivityChemistryCombinatorial chemistryOrganic chemistrySynthesis and Catalytic ReactionsMulticomponent Synthesis of HeterocyclesChemical Synthesis and Analysis
Asymmetric synthesis of benzothiazolopyrimidines with high catalytic efficiency and stereoselectivity under bifunctional phosphonium salt systems | Litcius