首页|Nitrite-catalyzed economic and sustainable bromocyclization of tryptamines/tryptophols to access hexahydropyrrolo[2,3-b]indoles/tetrahydrofuroindolines in batch and flow

Nitrite-catalyzed economic and sustainable bromocyclization of tryptamines/tryptophols to access hexahydropyrrolo[2,3-b]indoles/tetrahydrofuroindolines in batch and flow

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A highly efficient and concise bromocyclization has been successfully achieved,in which tryptamine/tryptophol derivates can be transformed to valuable HPI/TFI scaffolds with economic and green manners.Moreover,a controllable cascade transformation of bromocyclization and aromatic bromination has also been smoothly achieved to form dibrominated HPIs and TFIs.Production could be successfully scaled up under both the batch process and a continuous flow fashion.The most remarkable peculiarity of our process over all previous methods is that the generated water is the major waste.Notably,successful application of this new protocol has been demonstrated by the pharmaceutical and natural products syntheses.

Tryptamines and tryptopholsNitriteEconomic and sustainable bromocyclizationHPI and TFI structuresBath and flow

Xiao Xiao、Biao Chen、Jia-Wei Li、Jun-Bo Zheng、Xu Wang、Hang Zhao、Fen-Er Chen

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Institute of Pharmaceutical Science and Technology,Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals,Zhejiang University of Technology,Hangzhou 310014,China

College of Chemistry and Chemical Engineering,Jiangxi Normal University,Nanchang 330022,China

Engineering Center of Catalysis and Synthesis for Chiral Molecules,Department of Chemistry,Fudan University,Shanghai 200433,China

Shanghai Engineering Center of Industrial Asymmetric Catalysis for Chiral Drugs,Shanghai 200433,C

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National Natural Science Foundation of ChinaNatural Science Foundation of Zhejiang Province of ChinaNatural Science Foundation of Zhejiang Province of China

22208302LQ21B020006ZJ2022039

2024

中国化学快报(英文版)
中国化学会

中国化学快报(英文版)

CSTPCD
影响因子:0.771
ISSN:1001-8417
年,卷(期):2024.35(7)