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Concise synthesis of α-cyano tetrahydroisoquinolines with a quaternary center via Strecker reaction†
Yue Ji,Xue Zhang,Weiwei Han,Sichang Wang,Ya Wu,Keliang Zhang,Penghui Yang,Pei Xiao,Yitao Wei
RSC Advances Pub Date : 12/01/2021 00:00:00 , DOI:10.1039/D1RA08469K
Abstract

A concise synthesis of α-cyano tetrahydroisoquinolines with a quaternary center via the Strecker reaction was successfully realized by employing TMSCN as cyano source and KF as fluoride source, furnishing the products with up to 99% yield. An isomerization of α-cyano tetrahydroisoquinoline was observed under alkaline conditions to give the isomer via [1,3]-H shift.

Graphical abstract: Concise synthesis of α-cyano tetrahydroisoquinolines with a quaternary center via Strecker reaction
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