Palladium-catalyzed ortho-vinylation of β-naphthols with α-trifluoromethyl allyl carbonates: one-pot access to naphtho[2,1-b]furans

Autor:	Muppidi Subbarao, Nagender Punna, Chiliveru Priyanka
Rok vydání:	2021
Předmět:	Trifluoromethyl Organic Chemistry chemistry.chemical_element Regioselectivity Biochemistry Radical cyclization Medicinal chemistry Catalysis chemistry.chemical_compound Reaction sequence chemistry Nucleophile Stereoselectivity Physical and Theoretical Chemistry Palladium
Zdroj:	Organic & Biomolecular Chemistry. 19:8241-8245
ISSN:	1477-0539 1477-0520
DOI:	10.1039/d1ob01429c
Popis:	Highly regio- and stereoselective palladium-catalyzed ortho-vinylation of β-naphthols (2) has been reported using easily accessible CF3-allyl carbonates (1). The regioselective nucleophilic γ-attack of the CF3–π-allyl–Pd-intermediate is the key to furnish (Z)-CF3-vinylnaphthols (3) in good yields. Furthermore, we achieved a one-pot synthesis of CF3-naphtho[2,1-b]furans (4) through an uninterrupted ortho-vinylation/oxidative radical cyclization reaction sequence.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::b443f2d97de71cc48483d8c2501480e6 https://doi.org/10.1039/d1ob01429c Zobrazit plný text záznamu