Synlett 2011(20): 2991-2994  
DOI: 10.1055/s-0031-1289883
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

Iron-Mediated Cyanation of Methoxybenzene, Indole, and 2-Arylpyridine C-H Bonds

Guangyou Zhanga, Guanglei Lva, Changduo Panb, Jiang Chenga, Fan Chen*a
a College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325000, P. R. of China
Fax: +86(577)56998939; e-Mail: fanchen@wzu.edu.cn;
b Wenzhou Institute of Industry & Science, Wenzhou 325000, P. R. of China
Further Information

Publication History

Received 4 September 2011
Publication Date:
11 November 2011 (online)

Abstract

An iron-mediated direct cyanation of indole and 2-arylpyridine C-H bonds is described. Notably, trimethoxybenzene reacted smoothly under the procedure, forming a C-CN bond via C-H bond cleavage without chelation assistance.

17

Wang reported the Pd-catalyzed cyanation of trimethoxybenzene, providing the product in 35% yield; see ref. 14.

22

For the transition-metal-catalyzed 2-aryl pyridine sp² C-H cyanation, please see ref. 9-11.