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

Literature Information

Publication Date 2018-03-29
DOI 10.1039/C8OB00556G
Impact Factor 3.876
Authors

Cheng Bi, Lianpeng Zhang, Guanyinsheng Qiu, Xiaofang Li, Jinzhong Yao, Hongwei Zhou


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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.

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Organic & Biomolecular Chemistry

Organic & Biomolecular Chemistry
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Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.

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