Catalyst-free synthesis of α-carboline derivatives via chromone skeleton remodeling

Wenting Fu; Sifeng Li; Peng Li; Bin Cheng; Wenjun Zhang; Ying Zhang; Kang Zhou; Taimin Wang; Hongbin Zhai; Dezhi Yang

doi:10.1039/D6CC00960C

Catalyst-free synthesis of α-carboline derivatives via chromone skeleton remodeling

Wenting Fu,†^a Sifeng Li,†^b Peng Li,†^b Bin Cheng,

*^ab Wenjun Zhang,^a Ying Zhang,^b Kang Zhou,^b Taimin Wang,*^ab Hongbin Zhai

^c and Dezhi Yang

*^a

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* Corresponding authors

^a China School of Pharmacy, Zunyi Medical University, Zunyi 563000, China
E-mail: chengbin@szpt.edu.cn, wangtm@szpt.edu.cn, lpydz@163.com

^b School of Food and Drug-Institute of Critical Materials for Integrated Circuits, Shenzhen Polytechnic University, Shenzhen 518000, China

^c State Key Laboratory of Chemical Oncogenomics, School of Chemical Biology and Biotechnology, Shenzhen Graduate School of Peking University, Shenzhen 518055, China

Abstract

A catalyst-free [3+3] annulation of indolin-2-imines with 3-formylchromones is developed to synthesize functionalized α-carboline derivatives. The chromone six-membered oxacycle undergoes ring-opening and reorganization, with its three-carbon unit embedded into the α-carboline pyridine ring.

Chemical Communications

Catalyst-free synthesis of α-carboline derivatives via chromone skeleton remodeling

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Catalyst-free synthesis of α-carboline derivatives via chromone skeleton remodeling

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