Visible-Light-Induced Direct Photocatalytic Carboxylation of Indoles with CBr4 /MeOH

Qing-Qing Yang; Marianna Marchini; Wen-Jing Xiao; Paola Ceroni; Marco Bandini

doi:10.1002/chem.201503787

Visible-Light-Induced Direct Photocatalytic Carboxylation of Indoles with CBr4 /MeOH

Chemistry. 2015 Dec 7;21(50):18052-6. doi: 10.1002/chem.201503787. Epub 2015 Oct 28.

Authors

Qing-Qing Yang^{1

2}, Marianna Marchini¹, Wen-Jing Xiao², Paola Ceroni³, Marco Bandini⁴

Affiliations

¹ Department of Chemistry "G. Ciamician", Alma Mater Studiorum, University of Bologna, Via Selmi 2, 40126 Bologna (Italy) http://www.mbandini-group.com.
² Key Laboratory of Pesticide and Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University (CCNU), 152 Luoyu Road, Wuhan, Hubei 430079 (China).
³ Department of Chemistry "G. Ciamician", Alma Mater Studiorum, University of Bologna, Via Selmi 2, 40126 Bologna (Italy) http://www.mbandini-group.com. paola.ceroni@unibo.it.
⁴ Department of Chemistry "G. Ciamician", Alma Mater Studiorum, University of Bologna, Via Selmi 2, 40126 Bologna (Italy) http://www.mbandini-group.com. marco.bandini@unibo.it.

PMID: 26509744
DOI: 10.1002/chem.201503787

Abstract

Photocatalysis enables the cascade reactions of indoles and CBr4 in MeOH through a C(sp(2) )H functionalization/methanolysis sequence. The title reaction provides an efficient access to indole 2- and 3-carboxylates in a single operation (no preinstallation of protecting as well as directing groups was required) with good yields under mild reaction conditions.

Keywords: carboxylation; indole functionalization; methanolysis; photocatalysis; visible light.

Publication types

Research Support, Non-U.S. Gov't