Neutral-Eosin Y-Catalyzed Regioselective Hydroacylation of Aryl Alkenes under Visible-Light Irradiation-Reference-Cited by-同舟云学术

Neutral-Eosin Y-Catalyzed Regioselective Hydroacylation of Aryl Alkenes under Visible-Light Irradiation

Published:2020-11-20 Issue:04 Volume:32 Page:406-410
ISSN:0936-5214
Container-title:Synlett
language:en
Short-container-title:Synlett

Author:

Tang Xinxin¹,Wu Jie¹²^ORCID,Liu Haiwang¹,Xue Fei¹³,Wang Mu¹

Affiliation:

1. Department of Chemistry, National University of Singapore

2. National University of Singapore (Suzhou) Research Institute

3. Institute of Material Physics and Chemistry, College of Science, Nanjing Forestry University

Abstract

AbstractStyrene derivatives were hydroacylated with exclusive anti-Markovnikov selectivity by using neutral eosin Y as a direct hydrogen-atom-transfer (HAT) catalyst under visible-light irradiation. Aldehydes and styrenes with various substituents were tolerated (>20 examples), giving the corresponding products in moderate to high yields. The key acyl radical intermediate was generated from a direct HAT process induced by photoexcited eosin Y. Subsequent addition to styrenes and a reverse HAT process generated the ketone products.

Funder

National Natural Science Foundation of China

Ministry of Education - Singapore

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry

Link

http://www.thieme-connect.de/products/ejournals/pdf/10.1055/a-1319-6237.pdf

Reference5 articles.

1. Catalytic intermolecular hydroacylation of C–C π-bonds in the absence of chelation assistance

2. Acyl Radicals from Acylsilanes: Photoredox-Catalyzed Synthesis of Unsymmetrical Ketones