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Copper/Nafion‐Catalyzed Hydroarylation Process Involving Ketenimine Intermediates: A Novel and Synthetic Approach to 4‐Sulfonamidoquinoline‐2‐ones and Derivatives Thereof
Author(s) -
Reichart Benedikt,
Guedes de la Cruz Gema,
Zangger Klaus,
Kappe C. Oliver,
Glasnov Toma
Publication year - 2016
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201500942
Subject(s) - chemistry , ketenimine , catalysis , copper , cascade , combinatorial chemistry , polymer chemistry , photochemistry , organic chemistry , chromatography
Abstract A copper(II)/NafionNR50‐catalyzed cascade is demonstrated, wherein in situ keteneimine formation and hydroarylation processes are involved. Various substituted 4‐sulfonamidoquinolin‐2‐ones and various derivatives thereof were obtained. The robust toluenesulfonamide protecting group can be removed on demand in a mild light‐promoted process to provide access to otherwise difficult to obtain 4‐aminoquinolin‐2‐ones.