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Divergent Radical Cyclization and Hydroaminoalkylation of N-Arylacrylamides Using Photoredox Catalysis.
Li, Xinhan; Zhao, Hengyuan; Meng, Li; Dong, Jun; Yang, Chunhui; Wei, Zixiang; Wang, Xianming; Xu, Jianbin; Fan, Baomin.
Affiliation
  • Li X; School of Chemistry and Environment, Yunnan Minzu University, Kunming 650504, Yunnan, China.
  • Zhao H; School of Chemistry and Environment, Yunnan Minzu University, Kunming 650504, Yunnan, China.
  • Meng L; Key Laboratory of Chemistry in Ethnic Medicinal Resources, Ministry of Education, Yunnan Minzu University, Kunming 650504, Yunnan, China.
  • Dong J; Key Laboratory of Chemistry in Ethnic Medicinal Resources, Ministry of Education, Yunnan Minzu University, Kunming 650504, Yunnan, China.
  • Yang C; Key Laboratory of Chemistry in Ethnic Medicinal Resources, Ministry of Education, Yunnan Minzu University, Kunming 650504, Yunnan, China.
  • Wei Z; School of Chemistry and Environment, Yunnan Minzu University, Kunming 650504, Yunnan, China.
  • Wang X; School of Chemistry and Environment, Yunnan Minzu University, Kunming 650504, Yunnan, China.
  • Xu J; School of Chemistry and Environment, Yunnan Minzu University, Kunming 650504, Yunnan, China.
  • Fan B; School of Chemistry and Environment, Yunnan Minzu University, Kunming 650504, Yunnan, China.
J Org Chem ; 88(9): 5300-5310, 2023 May 05.
Article in En | MEDLINE | ID: mdl-37039374
ABSTRACT
The ability to selectively synthesize multiple products from the same sets of substrates is a highly appealing and challenging concept in synthetic chemistry. In this manuscript, we describe the visible-light photoredox intermolecular catalysis of N-arylacrylamides that are α-C-H functionalized with aryl tertiary amines. The photocatalyst acts as a chemical switch to trigger two different reaction pathways and to obtain two different products from the same starting material. Simple adjustments to the reaction conditions enable the divergent synthesis of the oxidative cyclizations or the addition products in good to high yields with excellent atom economy.

Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: J Org Chem Year: 2023 Document type: Article Affiliation country:

Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: J Org Chem Year: 2023 Document type: Article Affiliation country: