A gold-catalyzed facile intramolecular rearrangement and cyclization sequence for synthesis of 2,5-dihydrofurans

Komalla Sunil; Yadagiri Thummala; Purnachandar Dalovai; Sridhar Balasubramanian; Galla V. Karunakar

doi:10.1039/C9OB00756C

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A gold-catalyzed facile intramolecular rearrangement and cyclization sequence for synthesis of 2,5-dihydrofurans†

Komalla Sunil,^a Yadagiri Thummala,^ab Purnachandar Dalovai,^ab Sridhar Balasubramanian^c and Galla V. Karunakar

*^ab

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* Corresponding authors

^a Department of Fluoro and Agrochemicals, CSIR-Indian Institute of Chemical Technology, Hyderabad, India
E-mail: gallavk@iict.res.in

^b Academy of Scientific and Innovative Research, Ghaziabad- 201002, India

^c Center for X-ray Crystallography, CSIR-Indian Institute of Chemical Technology, Hyderabad, India

Abstract

An efficient gold-catalyzed intramolecular rearrangement and cyclization protocol was developed for synthesis of 2,5-dihydrofuran derivatives from O-propargyl β-enaminones. In this organic transformation new C–C and C–O bonds are formed under mild reaction conditions; this includes the formation of a quaternary centre.

This article is part of the themed collections: Synthetic methodology in OBC and Catalysis & biocatalysis in OBC

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DOI: https://doi.org/10.1039/C9OB00756C
Article type: Paper
Submitted: 02 Apr 2019
Accepted: 14 May 2019
First published: 14 May 2019

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Org. Biomol. Chem., 2019,17, 6015-6024

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A gold-catalyzed facile intramolecular rearrangement and cyclization sequence for synthesis of 2,5-dihydrofurans

K. Sunil, Y. Thummala, P. Dalovai, S. Balasubramanian and G. V. Karunakar, Org. Biomol. Chem., 2019, 17, 6015 DOI: 10.1039/C9OB00756C

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Organic & Biomolecular Chemistry

A gold-catalyzed facile intramolecular rearrangement and cyclization sequence for synthesis of 2,5-dihydrofurans†

Abstract

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A gold-catalyzed facile intramolecular rearrangement and cyclization sequence for synthesis of 2,5-dihydrofurans

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