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Interesting product formation during O-alkylation and subsequent rearrangement of two building blocks of dibromotyrosine based natural products

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dc.contributor.author Mallavadhani, U.V.
dc.contributor.author Mahapatra, A.
dc.contributor.author Narasimhan, K.
dc.contributor.author Sahoo, L.D.
dc.date.accessioned 2018-10-01T12:21:59Z
dc.date.available 2018-10-01T12:21:59Z
dc.date.issued 2002
dc.identifier.citation Indian Journal Of Chemistry Section B-Organic Chemistry Including Medicinal Chemistry, 41(7), 2002: 1460-1466
dc.identifier.issn 0376-4699
dc.identifier.uri http://ore.immt.res.in/handle/2018/1019
dc.description.abstract The O-alkylation (allylation/propargylation) of 3,5-dibromo-4-hydroxybenzaidehyde 1 and the corresponding acetophenone 2 results in the formation of aryl-aryl coupled product by loss of formyl groups, aryl-aryl ether and aryloxy acetone in addition to the expected O-allyl / propargyl ethers. While the thermal Claisen rearrangement of allyl ethers 1 and 2 furnishes the C-allyl products by loss of bromine, the propargyl ether 7 surprisingly resisted rearrangement and underwent oxidation to yield the corresponding carboxylic acid.
dc.language en
dc.publisher National Institute Of Science Communication And Information Resources - NISCAIR
dc.relation.isreferencedby SCI
dc.rights Copyright [2002]. All efforts have been made to respect the copyright to the best of our knowledge. Inadvertent omissions, if brought to our notice, stand for correction and withdrawal of document from this repository.
dc.subject Chemical Sciences
dc.title Interesting product formation during O-alkylation and subsequent rearrangement of two building blocks of dibromotyrosine based natural products
dc.type Journal Article
dc.affiliation.author CSIR-IMMT, Bhubaneswar 751013, Odisha, India


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