Journal
TETRAHEDRON LETTERS
Volume 51, Issue 29, Pages 3843-3847Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2010.05.071
Keywords
Detergent; Surfactant; Sodium dodecyl sulfate (SDS); Chloranil; 2,3-Dichloro-1,4-naphthoquinones; Water; Green synthesis; Phenol
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Funding
- CSIR, New Delhi, India [01(2280)/08/EMR-II]
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Unique nucleophilic substitution and addition reactions of nitrogen and sulfur nucleophiles with 1,4-quinones in aqueous suspension with amines and thiols have recently been demonstrated by us.(2) However, the reactivity of oxygen nucleophiles toward nucleophilic substitution compared to nitrogen and sulfur nucleophiles 'on water' is not facile. An unprecedented economical, green methodology approach using ordinary laundry detergent (LD; washing powder, 0.5 mol %, reusable)/SDS as surfactant 'in water' for nucleophilic substitution by oxygen nucleophiles in 1,4-quinones in excellent yields has been demonstrated. Crown Copyright (C) 2010 Published by Elsevier Ltd. All rights reserved.
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