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Indexed by:期刊论文

Date of Publication:2011-12-16

Journal:JOURNAL OF ORGANIC CHEMISTRY

Included Journals:Scopus、SCIE、PubMed

Volume:76

Issue:24

Page Number:10068-10077

ISSN No.:0022-3263

Abstract:A method for the synthesis of 2-naphthols 4 is described. The carbonylative Stifle coupling reactions of 2-bromobenzyl bromides with tributylallylstannane to produce 2-bromobenzyl beta,gamma-unsaturated ketones 2 in satisfactory to excellent yields has been achieved. The isomerization of 2-bromobenzyl beta,gamma-unsaturated ketones 2 can readily occur under basic conditions to generate 2-bromobenzyl alpha,beta-unsaturated ketones 3. The 2-bromobenzyl alpha,beta-unsaturated ketones 3 can be transformed into 2-naphthols 4 via intramolecular Heck reaction in satisfactory to good yields.