Issue 9, 2011

Synthesis of 7-aryl/heteraryl-1,3-diphenyl-1,2,4-benzotriazinyls viapalladium catalyzed Stille and Suzuki-Miyaura reactions

Abstract

Stille and Suzuki-Miyaura reactions of 7-iodo-1,3-diphenyl-1,4-dihydro-1,2,4-benzotriazin-4-yl are presented as rare examples of cross-coupling reactions with stable organic radicals. Both the Stille and Suzuki-Miyaura reactions are in most cases high yielding but the latter are cleaner while the former are faster and are accompanied by 1,3-diphenyl-1,2,4-benzotriazin-7(H)-one as by-product. A range of 7-aryl and 7-heteroaryl-1,2,4-benzotriazinyls have been synthesized and characterized using standard spectroscopic and spectrometric means.

Graphical abstract: Synthesis of 7-aryl/heteraryl-1,3-diphenyl-1,2,4-benzotriazinyls viapalladium catalyzed Stille and Suzuki-Miyaura reactions

Supplementary files

Article information

Article type
Communication
Submitted
31 Jan 2011
Accepted
23 Feb 2011
First published
24 Feb 2011

Org. Biomol. Chem., 2011,9, 3122-3125

Synthesis of 7-aryl/heteraryl-1,3-diphenyl-1,2,4-benzotriazinyls viapalladium catalyzed Stille and Suzuki-Miyaura reactions

C. P. Constantinides, P. A. Koutentis and G. Loizou, Org. Biomol. Chem., 2011, 9, 3122 DOI: 10.1039/C1OB05167A

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