Release Time:2019-03-09  Hits:

Indexed by: Journal Article

Date of Publication: 2011-12-16

Journal: JOURNAL OF ORGANIC CHEMISTRY

Included Journals: PubMed、SCIE、Scopus

Volume: 76

Issue: 24

Page Number: 10068-10077

ISSN: 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.