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Current Green Chemistry

Editor-in-Chief

ISSN (Print): 2213-3461
ISSN (Online): 2213-347X

Research Article

Autocatalytic Nucleophilic Substitution of Hydroxylactam by Thiophenol: Access to N(acyl), S-acetals

Author(s): Fei Qi, Rou Li, Fang Fang and Pengfei Li*

Volume 3, Issue 3, 2016

Page: [235 - 241] Pages: 7

DOI: 10.2174/2213346104666170130144609

Price: $65

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Abstract

Background: Catalyst-free nucleophilic substitution between hydroxylactam and thiol was developed for the construction of N (acyl), S-acetal skeletons.

Methods: The new protocol provides a series of isoindolo-β-carboline-derived N (acyl), S-acetals in high yields.

Result: The methodology has many advantages, such as catalyst-free, mild reaction conditions, simple operations, high atom-economy, and water as by-product and so on. The reaction mechanism was also discussed.

Keywords: Catalyst-free, nucleophilic substitution, alcohol, thiophenol, hydroxylactam, N-acylimium ion, N, S-acetal.

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