Daniels, Matthew and Tan, Kian (2016) Substrate and Catalyst Controlled Regioselective C-H Functionalization of Five-Membered Heterocycles. Organic Letters, 18 (14). pp. 3310-3313.

Abstract

Herein, we disclose the sequential functionalization of 5-membered ring heterocycles. By employing a pH sensitive directing group both directed and non-directed C-H activation pathways are available, providing access to 2,3,4- and 2,4,-5 substituted thiophenes. Moreover, during the optimization process we discovered that the C-H arylation could be performed in water, and that using a surfactant greatly improved the yield and mass recovery. We believe that the use of directing groups with an on/off switch offers a potentially powerful means of generating diversity around medicinally relevant cores.

Item Type:	Article
Date Deposited:	20 Jul 2016 00:45
Last Modified:	20 Jul 2016 00:45
URI:	https://oak.novartis.com/id/eprint/28669