Intramolecular 7-endo-dig-Selective Carbosilylation of Internal Alkynes Involving Silylium-Ion Regeneration.
J Org Chem
; 88(6): 4024-4027, 2023 Mar 17.
Article
em En
| MEDLINE
| ID: mdl-36881803
ABSTRACT
A catalytic silylium-ion-promoted intramolecular alkyne carbosilylation reaction is reported. The ring closure is initiated by electrophilic activation of the C-C triple bond by a silylium ion, and the catalytic cycle is then maintained by the protodesilylation of a stoichiometrically added allylsilane reagent. Exclusive 7-endo-dig selectivity is seen, leading to a series of silylated benzocycloheptene derivatives with a fully substituted vinylsilane. Control experiments showed that the catalytically active silylium ion can also be regenerated by protodesilylation of the vinylsilane product.
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Base de dados:
MEDLINE
Idioma:
En
Revista:
J Org Chem
Ano de publicação:
2023
Tipo de documento:
Article
País de afiliação:
Alemanha