Issue 19, 2013
From the journal:

RSC Advances

The sequential reactions of tetrazoles with bromoalkynes for the synthesis of (Z)-N-(2-bromo-1-vinyl)-N-arylcyanamides and 2-arylindoles†

Jiajun Zhang,a   Ling-Guo Meng,a   Pinhua Lia  and  Lei Wang*ab  

* Corresponding authors

a Department of Chemistry, Huaibei Normal University, Huaibei, Anhui 235000, P. R. China
E-mail: leiwang@chnu.edu.cn
Fax: (+86) 561-380-2047

b State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, P. R. China

Abstract

2-Arylindoles were prepared by a sequential reaction of Ag-catalyzed α-addition–Pd-catalyzed C–H bond functionalization of tetrazoles with bromoalkynes. A stereocontrolled Ag-catalyzed α-addition reaction of tetrazoles with bromoalkynes underwent smoothly to generate (Z)-N-(2-bromo-1-vinyl)-N-arylcyanamides, which were subsequently converted into 2-arylindoles through an intramolecular cyclization by Pd-catalyzed direct C–H bond functionalizations.

Graphical abstract: The sequential reactions of tetrazoles with bromoalkynes for the synthesis of (Z)-N-(2-bromo-1-vinyl)-N-arylcyanamides and 2-arylindoles

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C3RA40669E
Article type
Communication
Submitted
07 Feb 2013
Accepted
15 Mar 2013
First published
20 Mar 2013

RSC Adv., 2013,3, 6807-6812

Permissions

Request permissions

The sequential reactions of tetrazoles with bromoalkynes for the synthesis of (Z)-N-(2-bromo-1-vinyl)-N-arylcyanamides and 2-arylindoles

J. Zhang, L. Meng, P. Li and L. Wang, RSC Adv., 2013, 3, 6807 DOI: 10.1039/C3RA40669E

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