Highly Efficient Cu(I)-catalyzed Synthesis of N-heterocycles Through a Cyclization-triggered Addition of Alkynes

Overview

Journal J Am Chem Soc

Publisher American Chemical Society

Specialty Chemistry

Date 2010 Jan 1

PMID 20041710

Citations 7

Authors

Junbin Han

Bo Xu

Gerald B Hammond

Affiliations

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Abstract

An aminoalkyne (terminal or internal) and a terminal alkyne furnish functionalized five-, six-, and seven-membered N-heterocycles in excellent yields via a Cu(I)-catalyzed, one-pot, tandem hydroamination/alkynylation process.

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Accessing alternative reaction pathways of the intermolecular condensation between homo-propargyl alcohols and terminal alkynes through divergent gold catalysis.

Smith C, Motika S, Wojtas L, Shi X Chem Commun (Camb). 2017; 53(15):2315-2318.

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Gold-Catalyzed Vinyl Ether Hydroalkynylation: An Alternative Pathway for the Gold-Catalyzed Intermolecular Reaction of Alkenes and Alkynes.

Hosseyni S, Smith C, Shi X Org Lett. 2016; 18(24):6336-6339.

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Synthesis of Pyrrolidines and Pyrroles via Tandem Amination/Cyanation/Alkylation and Amination/Oxidation Sequences.

Han J, Lu Z, Hammond G, Xu B European J Org Chem. 2014; 2014(26):5786-5792.

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Synthesis of Cyclic α-Aminophosphonates through Copper Catalyzed Enamine Activation.

Han J, Paton R, Xu B, Hammond G Synthesis (Stuttg). 2014; 45(4):463-470.

PMID: 24501432 PMC: 3910425. DOI: 10.1055/s-0032-1317984.