General and Direct Synthesis of 3-Aminoindolizines and Their Analogues via Pd/Cu-Catalyzed Sequential Cross-Coupling/Cycloisomerization Reactions

Yuanhong Liu,* Zhiquan Song and Bin Yan

*State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, People's Republic of China, Email: yhliumail.sioc.ac.cn

Y. Liu, Z. Song, B. Yan, Org. Lett., 2007, 9, 409-412.

DOI: 10.1021/ol062766v

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Abstract

An efficient and one-step synthesis of 3-aminoindolizines or benz[e]indolizines from the reactions of propargyl amines or amides with heteroaryl bromides is realized by a tandem reaction using Pd/Cu catalysts, which catalyze coupling and cycloisomerization reactions in the same vessel.

see article for more reactions

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Gold-Catalyzed Multicomponent Synthesis of Aminoindolizines from Aldehydes, Amines, and Alkynes under Solvent-Free Conditions or in Water

B. Yan, Y. Liu, Org. Lett., 2007, 9, 4323-4326.

Highly Efficient Synthesis of Functionalized Indolizines and Indolizinones by Copper-Catalyzed Cycloisomerizations of Propargylic Pyridines

B. Yan, Y. Zhou, H. Zhang, J. Chen, Y. Liu, J. Org. Chem., 2007, 72, 7783-7786.

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Key Words

Indolizines, Sonogashira Coupling

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ID: J54-Y2007-0350