A highly efficient method for the construction of cyclopropane-containing dihydroindole derivatives from indolemethylenecyclopropanes with DIAD and DEAD

Literature Information

Publication Date 2019-12-10
DOI 10.1039/C9OB02520K
Impact Factor 3.876
Authors

Mintao Chen, Wenqing Zang, Yin Wei, Min Shi


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Abstract

A highly efficient method for the construction of cyclopropane-containing dihydroindole derivatives from indolemethylenecyclopropanes with DIAD and DEAD has been disclosed. The transformation could occur under catalyst-free conditions at ambient temperature to afford dihyroindole derivatives in good yields. It has been proved that the strained moiety of methylenecyclopropane in the substrate of indolemethylenecyclopropane is critical and DFT calculations reveal that the reaction proceeds through a two-step pathway.

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Organic & Biomolecular Chemistry

Organic & Biomolecular Chemistry
CiteScore: 3.4
Self-citation Rate: 10.3%
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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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