Indole-ynones as Privileged Substrates for Radical Dearomatizing Spirocyclization Cascades.
Org Lett
; 24(2): 668-674, 2022 01 21.
Article
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| MEDLINE
| ID: mdl-34985297
ABSTRACT
Indole-ynones have been established as general substrates for radical dearomatizing spirocyclization cascade reactions. Five distinct and varied synthetic protocols have been developedâcyanomethylation, sulfonylation, trifluoromethylation, stannylation and borylationâusing a variety of radical generation modes, ranging from photoredox catalysis to traditional AIBN methods. The simple and easily prepared indole-ynones can be used to rapidly generate diverse, densely functionalized spirocycles and have the potential to become routinely used to explore radical reactivity. Experimental and computational investigations support the proposed radical cascade mechanism and suggest that other new methods are now primed for development.
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Base de datos:
MEDLINE
Idioma:
En
Revista:
Org Lett
Asunto de la revista:
BIOQUIMICA
Año:
2022
Tipo del documento:
Article
País de afiliación:
Reino Unido