Issue 19, 2019

Acceptorless dehydrogenative construction of C[double bond, length as m-dash]N and C[double bond, length as m-dash]C bonds through catalytic aza-Wittig and Wittig reactions in the presence of an air-stable ruthenium pincer complex

Abstract

The construction of C[double bond, length as m-dash]N bonds was achieved by the dehydrogenative coupling of alcohol and azide via aza-Wittig type reaction. The reaction is catalyzed by an acridine-derived ruthenium pincer complex and does not use any oxidant. The present protocol offers a wide substrate scope, including aliphatic, aryl or heteroaryl alcohol/azides. This expeditious protocol was successfully applied to construct a C[double bond, length as m-dash]C bond directly from alcohol via dehydrogenative Wittig reaction. Furthermore, the synthesis of structurally important pyrrolo[1,4]benzodiazepine derivatives was also achieved by this methodology.

Graphical abstract: Acceptorless dehydrogenative construction of C [[double bond, length as m-dash]] N and C [[double bond, length as m-dash]] C bonds through catalytic aza-Wittig and Wittig reactions in the presence of an air-stable ruthenium pincer complex

Supplementary files

Article information

Article type
Paper
Submitted
29 Nov 2018
Accepted
03 Apr 2019
First published
03 Apr 2019

Dalton Trans., 2019,48, 6501-6512

Acceptorless dehydrogenative construction of C[double bond, length as m-dash]N and C[double bond, length as m-dash]C bonds through catalytic aza-Wittig and Wittig reactions in the presence of an air-stable ruthenium pincer complex

N. Biswas, K. Das, B. Sardar and D. Srimani, Dalton Trans., 2019, 48, 6501 DOI: 10.1039/C8DT04725A

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements