Iodine-catalyzed oxidative multiple C-H bond functionalization of isoquinolines with methylarenes: an efficient synthesis of isoquinoline-1,3,4(2H)-trionesElectronic supplementary information (ESI) available: Experimental details and characterisation of products. See DOI: 10.1039/c7ob01539a

• Main Authors: Zhu, Di, Luo, Wen-Kun, Yang, Luo, Ma, Da-You
• Format: Article
• Language: English
• ISSN: 1477-0520; 1477-0539
• DOI: 10.1039/c7ob01539a

An iodine-catalyzed multiple C-H bond functionalization of isoquinolines with methylarenes via a successive benzylic sp 3 C-H iodination/ N -benzylation/amidation/double sp 2 C-H oxidation sequence is developed. This reaction utilizes un-functionalized isoquinolines and readily available methylarenes as starting materials, proceeds under metal-free conditions, and avoids a multi-step experimental operation, to make it an efficient and practical method for the synthesis of N -benzyl isoquinoline-1,3,4-triones. An iodine-catalyzed multiple C-H bond functionalization of isoquinolines with methylarenes via a successive benzylic sp 3 C-H iodination/ N -benzylation/amidation/double sp 2 C-H oxidation sequence to yield isoquinoline-1,3,4(2 H )-triones is developed for the first time.