Pd/Cu-Catalyzed Domino Cyclization/Deborylation of Alkene-Tethered Carbamoyl Chloride and 1,1-Diborylmethane

Chenhuan Zhang; Xianqing Wu; Chenchen Wang; Chengxi Zhang; Jingping Qu; Yifeng Chen

doi:10.1021/acs.orglett.0c02211

Pd/Cu-Catalyzed Domino Cyclization/Deborylation of Alkene-Tethered Carbamoyl Chloride and 1,1-Diborylmethane

Org Lett. 2020 Aug 21;22(16):6376-6381. doi: 10.1021/acs.orglett.0c02211. Epub 2020 Aug 5.

Authors

Chenhuan Zhang¹, Xianqing Wu¹, Chenchen Wang¹, Chengxi Zhang¹, Jingping Qu¹, Yifeng Chen¹

Affiliation

¹ Key Laboratory for Advanced Materials and Joint International Research Laboratory of Precision Chemistry and Molecular Engineering, Feringa Nobel Prize Scientist Joint Research Center, Frontiers Science Center for Materiobiology and Dynamic Chemistry, School of Chemistry and Molecular Engineering, East China University of Science & Technology 130 Meilong Road, Shanghai 200237, China.

PMID: 32806185
DOI: 10.1021/acs.orglett.0c02211

Abstract

Reported herein is a palladium/copper cooperative-catalyzed dicarbofunctionalization of alkene-tethered carbamoyl chlorides with 1,1-diborylmethane. This cyclization/deborylation cascade strategy allows for the expedient formation of the versatile borylated 3,3-disubstituted oxindole skeleton, allowing for further functionalization via the derivatization of the carbon-boron bond.

Publication types

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