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Microwave assisted bi-functional activation of β-bromo-tert-alcohols.

IR@CSIR-CFTRI

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Relation http://ir.cftri.com/12030/
http://dx.doi.org/10.1007/s12039-015-0906-y
 
Title Microwave assisted bi-functional activation of β-bromo-tert-alcohols.
 
Creator Nandini, Kannan
Manjunatha, J. R.
Bettadaiah, B. K.
 
Subject 24 Organic Chemistry
30 Spices/Condiments
 
Description Microwave-assisted dehydration-oxidation of β-bromo-tert-alcohols to afford 2,3-unsaturated
ketones in good yield is reported. The reaction of substrates with DMSO in 1:1 ratio (w/v) is promoted by
ZnS in a solvent-free condition. A concurrent bi-functional activation of trans-vicinal bromo- and hydroxyl
groups with ZnS is elucidated. This is a new observation under microwave and applies to β-bromo-tert-alcohols
derived from 1,4-disubstitued-1-cyclohexenes. It is very useful in the synthesis of 2,3-unsaturated ketones
derived from monoterpenes which are valuable flavour compounds.
 
Date 2015
 
Type Article
PeerReviewed
 
Format application/pdf
 
Language en
 
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Identifier http://ir.cftri.com/12030/1/Journal%20of%20Chemical%20Sciences%20August%202015%2C%20Volume%20127%2C%20Issue%208%2C%20pp%201405-1410.pdf
Nandini, Kannan and Manjunatha, J. R. and Bettadaiah, B. K. (2015) Microwave assisted bi-functional activation of β-bromo-tert-alcohols. Journal of Chemical Sciences, 127 (8). pp. 1405-1410.