Trichloroisocyanuric Acid Induced Chlorine Radical Cascade Chlorination­/Carbocyclization of Acrylamides: Constructing Chlorinated Oxindoles by C–Cl and C–C Bond-Forming Reactions

Author:

Su Yingpeng1ORCID,Cao Lindan1,Shi Ya1,Feng Yawei1,Xue Wenxuan1,Cao Guiyan1,Wang Ke-Hu1,Huang Danfeng1,Huo Congde1,Hu Yulai12

Affiliation:

1. College of Chemistry and Chemical Engineering, Northwest Normal University

2. State Key Laboratory of Applied Organic Chemistry, Lanzhou University

Abstract

A metal- and additive-free strategy for the synthesis of oxindoles has been achieved through a chlorine radical-induced cascade chlorination/carbocyclization of N-aryl acrylamides. Trichloroiso­cyanuric acid (TCCA) is used as both radical initiator and chlorine source. A wide range of substrates can be applied in this process to directly afford chlorinated oxindoles via C–Cl and C–C bond formation.

Funder

National Natural Science Foundation of China

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry,Catalysis

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