A Selective C-C Bond Cleavage Strategy Promoted by Visible Light.

Gallo, Rafael D C; Duarte, Marcelo; da Silva, Amanda F; Okada, Celso Y; Deflon, Victor M; Jurberg, Igor D

Gallo, Rafael D C; Duarte, Marcelo; da Silva, Amanda F; Okada, Celso Y; Deflon, Victor M; Jurberg, Igor D.

Afiliação

Gallo RDC; State University of Campinas, Institute of Chemistry, Rua Monteiro Lobato 270, 13083-862 Campinas, São Paulo, Brazil.
Duarte M; State University of Campinas, Institute of Chemistry, Rua Monteiro Lobato 270, 13083-862 Campinas, São Paulo, Brazil.
da Silva AF; State University of Campinas, Institute of Chemistry, Rua Monteiro Lobato 270, 13083-862 Campinas, São Paulo, Brazil.
Okada CY; State University of Campinas, Institute of Chemistry, Rua Monteiro Lobato 270, 13083-862 Campinas, São Paulo, Brazil.
Deflon VM; University of São Paulo, Institute of Chemistry of São Carlos, Av. Trabalhador São-Carlense 400, 13566-590 São Carlos, São Paulo, Brazil.
Jurberg ID; State University of Campinas, Institute of Chemistry, Rua Monteiro Lobato 270, 13083-862 Campinas, São Paulo, Brazil.

Org Lett ; 23(22): 8916-8920, 2021 Nov 19.

Article em En | MEDLINE | ID: mdl-34730986

ABSTRACT

ABSTRACT

A new visible-light-promoted reaction between aryldiazoacetates and 1,3-diketones allows good yields and selectivities for C-C bond insertions, leading to the corresponding 1,4-dicarbonyl compounds. This transformation is straightforward and highly practical. It tolerates air and moisture and does not require the use of any metals. Mechanistic investigations support the involvement of a key cyclopropanol intermediate derived from an intramolecular rearrangement.

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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Org Lett Assunto da revista: BIOQUIMICA Ano de publicação: 2021 Tipo de documento: Article País de afiliação: Brasil

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