Synthesis of Pyrrolo[2,1,5-cd]indolizines through Dehydrogenative Heck Annelation of Indolizines with Diaryl Acetylenes Using Dioxygen as an Oxidant

Synthesis of Pyrrolo[2,1,5-cd]indolizines through Dehydrogenative Heck Annelation of Indolizines with Diaryl Acetylenes Using Dioxygen as an Oxidant

A dehydrogenative Heck annelation reaction of indolizine with diaryl acetylene via dual C–H bond cleavage was developed. Oxygen gas was employed as a clean oxidant in this catalysis under base-free conditions. Diarylpyrrolo[2,1,5-cd]indolizines were synthesized with high atom economy. In addition, k...

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Veröffentlicht in:Organic letters 2015-03, Vol.17 (5), p.1114-1117
Hauptverfasser: Hu, Huayou, Li, Guodong, Hu, Weiming, Liu, Yun, Wang, Xiang, Kan, Yuhe, Ji, Min
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container_end_page 1117
container_issue 5
container_start_page 1114
container_title Organic letters
container_volume 17
creator Hu, Huayou
Li, Guodong
Hu, Weiming
Liu, Yun
Wang, Xiang
Kan, Yuhe
Ji, Min
description A dehydrogenative Heck annelation reaction of indolizine with diaryl acetylene via dual C–H bond cleavage was developed. Oxygen gas was employed as a clean oxidant in this catalysis under base-free conditions. Diarylpyrrolo[2,1,5-cd]indolizines were synthesized with high atom economy. In addition, kinetic isotope experiments provided evidence for C–H bond metalation of the 5-position of the indolizine as the rate-limiting step.
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title Synthesis of Pyrrolo[2,1,5-cd]indolizines through Dehydrogenative Heck Annelation of Indolizines with Diaryl Acetylenes Using Dioxygen as an Oxidant
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