Palladium(0)-Catalyzed Heck Reaction/CH Activation/Amination Sequence with Diaziridinone: A Facile Approach to Indolines†
Dr. Huaiji Zheng
Department of Chemistry, Colorado State University, Fort Collins, CO 80523 (USA)
Search for more papers by this authorDr. Yingguang Zhu
Department of Chemistry, Colorado State University, Fort Collins, CO 80523 (USA)
Search for more papers by this authorCorresponding 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 authorDr. Huaiji Zheng
Department of Chemistry, Colorado State University, Fort Collins, CO 80523 (USA)
Search for more papers by this authorDr. Yingguang Zhu
Department of Chemistry, Colorado State University, Fort Collins, CO 80523 (USA)
Search for more papers by this authorCorresponding 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 authorWe 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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