Issue 20, 2017, Issue in Progress
From the journal:

RSC Advances

Further insight into the photochemical behavior of 3-aryl-N-(arylsulfonyl)propiolamides: tunable synthetic route to phenanthrenes†

Ming Chen,a   Xinxin Zhao,a   Chao Yang,a   Yanpei Wanga  and  Wujiong Xia ORCID logo *a  

* Corresponding authors

a State Key Lab of Urban Water Resource and Environment, Shenzhen Graduate School, Harbin Institute of Technology, Harbin 150080, P. R. China
E-mail: xiawj@hit.edu.cn

Abstract

Reported herein is further insight into the photochemical behaviour of 3-aryl-N-(arylsulfonyl)-propiolamides, which provides a straightforward way to access meaningful phenanthrenes. Mechanistic investigation indicated that aryl migration, C–C coupling, 1,3-hydrogen shift, desulfonylation and elimination were involved in the process. Moreover, this protocol allowed for scale-up using a flow reactor.

Graphical abstract: Further insight into the photochemical behavior of 3-aryl-N-(arylsulfonyl)propiolamides: tunable synthetic route to phenanthrenes

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C7RA00193B
Article type
Paper
Submitted
05 Jan 2017
Accepted
09 Feb 2017
First published
20 Feb 2017
This article is Open Access
Creative Commons BY license

RSC Adv., 2017,7, 12022-12026

Permissions

Request permissions

Further insight into the photochemical behavior of 3-aryl-N-(arylsulfonyl)propiolamides: tunable synthetic route to phenanthrenes

M. Chen, X. Zhao, C. Yang, Y. Wang and W. Xia, RSC Adv., 2017, 7, 12022 DOI: 10.1039/C7RA00193B

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements