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Stereoselective and regioselective 5-exo-dig cyclization of 8-alkynylnaphthalen-1-amines for the synthesis of (E)-2-(arylthio)alkylene-1,2-dihydrobenzo[cd]indoles

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Abstract

A palladium and iodine-cocatalyzed 5-exo-dig aza-thiocyclization of 8-alkynylnaphthalen-1-amines for the synthesis of (E)-2-alkylene-1,2-dihydrobenzo[cd]indole thioethers is reported. As a result of broad reaction scope, simple operation, mild conditions, and high stereoselectivity and regioselectivity, this reaction should have potential utility in organic synthesis.

Graphical abstract: Stereoselective and regioselective 5-exo-dig cyclization of 8-alkynylnaphthalen-1-amines for the synthesis of (E)-2-(arylthio)alkylene-1,2-dihydrobenzo[cd]indoles

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Publication details

The article was received on 06 Mar 2018, accepted on 29 Mar 2018 and first published on 29 Mar 2018


Article type: Paper
DOI: 10.1039/C8OB00556G
Citation: Org. Biomol. Chem., 2018, Advance Article
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    Stereoselective and regioselective 5-exo-dig cyclization of 8-alkynylnaphthalen-1-amines for the synthesis of (E)-2-(arylthio)alkylene-1,2-dihydrobenzo[cd]indoles

    C. Bi, L. Zhang, G. Qiu, X. Li, J. Yao and H. Zhou, Org. Biomol. Chem., 2018, Advance Article , DOI: 10.1039/C8OB00556G

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