首页|Rhodium-Catalyzed Regioselective C—O and C—C Bonds Formation of 3-Oxopent-4-enenitriles with Alkynes for the Synthesis of Polysubstituted 2H-Pyrans

Rhodium-Catalyzed Regioselective C—O and C—C Bonds Formation of 3-Oxopent-4-enenitriles with Alkynes for the Synthesis of Polysubstituted 2H-Pyrans

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The rhodium-catalyzed C—H bond activation and cyclization of 3-oxopent-4-enenitriles with alkynes proceed efficiently.Various 2H-pyrans with multiple substituents are achieved in good yields through regioselective formation of C—O and C—C bonds.Trans-formations involving hydroxy-alkynoates resulted in products with a furo[3,4-b]pyran skeleton via further intramolecular ester ex-change processes.Different from the traditional"1-oxatrienes pathway",this method for the synthesis of useful 2H-pyrans possesses certain highlights in terms of readily available substrates,stable and easily derivatized products,gentle and convenient operation process,and step and atom economy.

RhodiumC—H activation3-Oxopent-4-enenitrilesAlkynes2H-PyransTransition metalsRegioselectivityCyclization

Kelu Yan、Xiao Liu、Jiangwei Wen、Qiuyun Li、Junjie Wang、Yang Zheng、Xiu Wang

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Key Laboratory of Life-Organic Analysis of Shandong Province,School of Chemistry and Chemical Engineering,Qufu Normal University,Qufu,Shandong 273165,China

Faculty of Chemistry and Chemical Engineering,Yancheng Institute of Technology,Yancheng,Jiangsu 224051,China

2024

中国化学(英文版)
中国化学会 上海有机化学研究所

中国化学(英文版)

CSTPCD
影响因子:0.848
ISSN:1001-604X
年,卷(期):2024.42(17)