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1.
Org Biomol Chem ; 15(16): 3472-3478, 2017 Apr 18.
Artículo en Inglés | MEDLINE | ID: mdl-28379272

RESUMEN

A formal [4 + 2] cycloaddition reaction of 1,3-disubstituted indoles and alkylquinones was realized to furnish polycyclic indolines in good yields. This protocol proceeded smoothly under basic conditions, with high atom-economy and broad substrate scope.

2.
Org Biomol Chem ; 12(47): 9716-9, 2014 Dec 21.
Artículo en Inglés | MEDLINE | ID: mdl-25351145

RESUMEN

An efficient approach to synthesize N-aryl pyrroles via Lewis acid-mediated 1,5-hydride shift and isomerization of 2-(3-pyrroline-1-yl)arylaldehydes has been achieved in up to 89% yield. This methodology is applicable to the synthesis of fluorazene derivatives as electron donor (D)/acceptor (A) molecules.


Asunto(s)
Ácidos de Lewis/química , Pirroles/síntesis química , Aldehídos/síntesis química , Aldehídos/química , Catálisis , Ciclización , Compuestos Heterocíclicos con 3 Anillos/síntesis química , Compuestos Heterocíclicos con 3 Anillos/química , Isomerismo , Oxidación-Reducción , Pirroles/química
3.
Beilstein J Org Chem ; 10: 2892-6, 2014.
Artículo en Inglés | MEDLINE | ID: mdl-25550755

RESUMEN

Lewis acid-catalyzed redox-neutral amination of 2-(3-pyrroline-1-yl)benzaldehydes via intramolcular [1,5]-hydride shift/isomerization reaction has been realized, using the inherent reducing power of 3-pyrrolines. A series of N-arylpyrrole containing amines are obtained in high yields.

4.
Org Lett ; 17(11): 2684-7, 2015 Jun 05.
Artículo en Inglés | MEDLINE | ID: mdl-25973634

RESUMEN

Visible-light induced isoindole formation triggered an intermolecular Diels-Alder reaction with dienophiles such as acetylenedicarboxylate and maleimides in the presence of air. The reaction resulted in excellent diastereoselctivity and high yields under mild reaction conditions. This protocol provides an atom-economical, transition-metal-free (TM-free) and straightforward approach to structurally diverse bridged-ring heterocycles from easily accessible molecules.


Asunto(s)
Isoindoles/síntesis química , Luz , Aire , Isoindoles/química , Estructura Molecular
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