A highly efficient heterogeneous copper-catalyzed chlorodeboronation of arylboronic acids leading to chlorinated arenes. Issue 2 (3rd January 2017)

• Record Type: Journal Article
• Authors: He, Wen; Zhang, Rongli; Cai, Mingzhong
• Is Part Of: RSC advances. Volume 7:Issue 2(2017)
• Page Start: 764
• Page End: 770
• Publication Date: 2017-01-03
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c6ra25666j
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : A highly efficient heterogeneous copper-catalyzed chlorodeboronation of arylboronic acids with NCS for the synthesis of aryl chlorides has been described. Abstract : A highly efficient heterogeneous copper-catalyzed chlorodeboronation of arylboronic acids with inexpensive N -chlorosuccinimide (NCS) was achieved in MeCN in the presence of 10 mol% ofl -proline-functionalized MCM-41-immobilized copper(i ) complex [MCM-41-l -proline-CuCl] under mild conditions, yielding a variety of aryl chlorides in excellent yields. This method proved to be tolerant of a broad range of functional groups and particularly useful for the conversion of electron-deficient arylboronic acids to aryl chlorides, a transformation that is inefficient without copper catalysis. This heterogeneous copper catalyst can be recovered by a simple filtration of the reaction solution and recycled for at least 10 times without any decreases in activity.