[3+2] Cycloaddition of Alkynyl Boronates and inâ
situ Generated Azomethine Ylide.
Chemistry
; 30(11): e202303504, 2024 Feb 21.
Article
en En
| MEDLINE
| ID: mdl-38059680
ABSTRACT
Scalable [3+2] cycloaddition of alkynyl boronates and inâ
situ generated unstabilized azomethine ylide is reported for the first time. The selective formation of either 1 1 or 1 2 cycloaddition products was achieved by carefully optimizing the reaction conditions, mainly by controlling the reactant stoichiometry, catalyst loading, and internal temperature. The developed protocol tolerated many valuable functional groups, including TMS, protected alcohol (as ether or THP derivatives), or aldehyde (as acetal). Further common C-C and C-heteroatom bond-forming reactions, as well as scaled-up procedures demonstrate the utility of the prepared compounds as building blocks for organic synthesis and drug discovery.
Texto completo:
1
Colección:
01-internacional
Base de datos:
MEDLINE
Idioma:
En
Revista:
Chemistry
Asunto de la revista:
QUIMICA
Año:
2024
Tipo del documento:
Article
País de afiliación:
Ucrania
Pais de publicación:
ALEMANHA
/
ALEMANIA
/
DE
/
DEUSTCHLAND
/
GERMANY