Diversity-oriented synthesis of spiroannulated benzofuran-3-one scaffold of leptosphaerin C and congeners via aryne insertion

TitleDiversity-oriented synthesis of spiroannulated benzofuran-3-one scaffold of leptosphaerin C and congeners via aryne insertion
Publication TypeJournal Article
Year of Publication2017
AuthorsDhokale, RA, Mhaske, SB
JournalJournal of Organic Chemistry
Volume82
Issue9
Pagination4875-4882
Date PublishedMAY
Type of ArticleArticle
AbstractA concise synthesis of functionalized cyclohexenone-fused spirobenzofuran-3-ones under mild reaction conditions was developed. The reaction proceeds via insertion of aryne into the C-O bond followed by a regioselective intramolecular conjugate addition. The use of silyl-protected acid was crucial for the transformation. This protocol was successfully applied for the synthesis of leptosphaerin C core and its novel analogues.
DOI10.1021/acs.joc.7b00606
Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)4.785
Divison category: 
Organic Chemistry

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