Visible light triggered photo-decomposition of vinyl azides to (E)-stilbene derivatives via 1,2-acyl migration

Literature Information

Publication Date 2019-05-30
DOI 10.1039/C9OB01035A
Impact Factor 3.876
Authors

Anshu Kalwar, Babulal Das


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Abstract

An efficient photocatalyst-free visible light assisted synthetic route to various (E)-stilbene derivatives was developed. The reaction proceeds through a denitrogenative photo-decomposition of vinyl azides into 2H-azirines followed by neighboring amino group assisted ring opening, 1,2-acyl migration and enolization. The photochemical reaction offers light harvesting without any photocatalyst to access a wide variety of substituted (E)-stilbenes in moderate to high yields.

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Inside back cover

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DOI: 10.1039/C7CP90224G

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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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