Synthesis of tetrahydro-β-carbolines from 2-indolylmethyl azides and propargylic alcohols |
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Authors: | Haiting Yin Qin Ma Yushan Wang Xiaoxia Gu Zhijun Feng Yunjun Wu Ming Wang Shaoyin Wang |
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Affiliation: | Department of Chemistry, Institute of Synthesis and Application of Medical Materials, Chunhui Scientific Research Interest Group, Wannan Medical College, Wuhu Anhui 241002 China, |
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Abstract: | A facile and efficient route to tetrahydro-β-carbolines from 2-indolylmethyl azides and propargylic alcohols via acid-catalyzed dehydrative annulation reactions is described. This reaction proceeds through a cascade sequence of Friedel–Crafts-type alkylation followed by intramolecular “Click” reaction, involving the formation of multiple chemical bonds in a single operation with excellent atom-economy and broad functional group tolerance.The synthesis of tetrahydro-β-carbolines from 2-indolylmethyl azides and propargylic alcohols via acid-catalyzed dehydrative [4 + 2]-annulation reaction is described. |
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