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Visible light-mediated: Ipso -annulation of activated alkynes: Access to 3-alkylated spiro4,5-trienones, thiaspiro4,5-trienones and azaspiro4,5-trienones

Manna, S and Someswara Ashwathappa, PK and Prabhu, KR (2020) Visible light-mediated: Ipso -annulation of activated alkynes: Access to 3-alkylated spiro4,5-trienones, thiaspiro4,5-trienones and azaspiro4,5-trienones. In: Chemical Communications, 56 (86). pp. 13165-13168.

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Official URL: https://dx.doi.org/10.1039/d0cc01217c

Abstract

A novel method for chemoselective difunctionalization of activated alkynes for synthesizing 3-alkylated spiro4,5-trienones, thiaspiro4,5-trienones and spirolactams has been uncovered using photoredox catalysis under visible light conditions. The rarely used tricarbonyl compounds in photoredox catalysis were used as the alkylating source. A remarkable functional group tolerance was observed, and the application of the method has been showcased by transforming tricarbonylated spirolactams to their corresponding monocarbonylated products, which are difficult to access using traditional methods. This journal is © The Royal Society of Chemistry.

Item Type: Journal Article
Publication: Chemical Communications
Publisher: Royal Society of Chemistry
Additional Information: The copyright of this article belongs to Royal Society of Chemistry
Keywords: Catalysis; Hydrocarbons, Activated alkynes; Chemoselective; Difunctionalization; Photoredox catalysis; Visible light, Light
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 27 Jan 2021 06:31
Last Modified: 27 Jan 2021 06:31
URI: http://eprints.iisc.ac.in/id/eprint/67314

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