Volume 126, Issue 42 pp. 11462-11466
Zuschrift

Palladium(0)-Catalyzed Heck Reaction/CH Activation/Amination Sequence with Diaziridinone: A Facile Approach to Indolines

Dr. Huaiji Zheng

Dr. Huaiji Zheng

Department of Chemistry, Colorado State University, Fort Collins, CO 80523 (USA)

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Dr. Yingguang Zhu

Dr. Yingguang Zhu

Department of Chemistry, Colorado State University, Fort Collins, CO 80523 (USA)

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Prof. Dr. Yian Shi

Corresponding Author

Prof. Dr. Yian Shi

Department of Chemistry, Colorado State University, Fort Collins, CO 80523 (USA)

Department of Chemistry, Colorado State University, Fort Collins, CO 80523 (USA)Search for more papers by this author
First published: 03 September 2014
Citations: 28

We are grateful for generous financial support from the General Medical Sciences of the National Institutes of Health (GM083944-07).

Abstract

Indolines are important moieties present in various biologically significant molecules and have attracted considerable attention in synthetic chemistry. This paper describes a Heck reaction/CH activation/amination sequence for forming indolines using di-tert-butyldiaziridinone. The reaction process likely proceeds via a pallada(II)cycle, which is converted into an indoline by oxidative addition to the diaziridinone and two subsequent CN bond formations.

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