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Synthesis of Spiro[5.5]trienones- and Spiro[4.5]trienones-Fused Selenocyanates via Electrophilic Selenocyanogen Cyclization and Dearomative Spirocyclization

Jia Wang, Xiao‐Xiao Lu, Run-Ping Yang, Zhi-Hao Xiang, Bingbing Zhang, Shujun Chao, Lixia Liu, Yunhui Yan, Xuefang Shang

2022The Journal of Organic Chemistry12 citationsDOI

Abstract

A practical strategy for the synthesis of spiro[5.5]trienones-fused selenocyanates and spiro[4.5]trienones-fused selenocyanates through electrophilic selenocyanogen cyclization and dearomative spirocyclization is reported. This approach was conducted under mild conditions with broad substrate scope and good functional group tolerance. The utility of this procedure is exhibited in the late-stage functionalization of nature product and drug molecules.

Topics & Concepts

ChemistryElectrophileSubstrate (aquarium)Combinatorial chemistryOrganic chemistryFunctional groupScope (computer science)CatalysisOceanographyComputer scienceGeologyProgramming languagePolymerSulfur-Based Synthesis TechniquesRadical Photochemical ReactionsOrganoselenium and organotellurium chemistry
Synthesis of Spiro[5.5]trienones- and Spiro[4.5]trienones-Fused Selenocyanates via Electrophilic Selenocyanogen Cyclization and Dearomative Spirocyclization | Litcius