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1.
J Org Chem ; 85(15): 9558-9565, 2020 08 07.
Artículo en Inglés | MEDLINE | ID: mdl-32567860

RESUMEN

The merger of photoredox-initiated enamine-imine tautomerization and nucleophilic addition processes to access ß-substituted pyrroles from pyrrolidines has been achieved. The significant advantage of this method is suppressing the Friedel-Crafts reaction, which usually occurs between N-aryl pyrrolidines and the highly electrophilic ketoesters. The good functional group tolerance, high atom economy, and high regioselectivity as well as easy handling conditions make it an appealing alternative to synthesize ß-substituted pyrroles.

2.
J Org Chem ; 84(18): 11839-11847, 2019 Sep 20.
Artículo en Inglés | MEDLINE | ID: mdl-31433189

RESUMEN

A Brønsted acid-catalyzed α-C(sp3)-H amination of cyclic amines using hydrazines as coupling partners has been reported. This methodology provides a unique protocol to the one-step assembly of tetrahydro[1,3,4]triazepines via [1,5]-hydride transfer-initiated C(sp3)-H amination. This reaction features mild conditions, good yields, and high atom economy.

3.
Org Lett ; 22(3): 776-780, 2020 Feb 07.
Artículo en Inglés | MEDLINE | ID: mdl-31965804

RESUMEN

An unprecedented cascade ß-functionalization/aromatization reaction of N-arylpyrrolidines was established. A series of ß-substituted arylpyrroles embedded with trifluoromethyl groups are provided directly from N-arylpyrrolidines. The deuterium-labeling experiments indicate that sequential double hydride transfer processes serve as the key steps in this transformation.

4.
Org Lett ; 22(7): 2537-2541, 2020 04 03.
Artículo en Inglés | MEDLINE | ID: mdl-32186385

RESUMEN

Reported herein is the hydride transfer initiated redox-neutral cascade cyclizations of aurones, providing a variety of [6,5] spiro-heterocycles in satisfactory yields and good diastereoselectivities.

5.
Org Lett ; 21(21): 8543-8547, 2019 11 01.
Artículo en Inglés | MEDLINE | ID: mdl-31633932

RESUMEN

Herein, we report the first redox-neutral and transition-metal-free ß-C(sp3)-H functionalization of cyclic amines via a consecutive intermolecular hydride transfer process. A series of N-aryl pyrrolidines and N-aryl 1,2,3,4-tetrahydropyridines decorated with CF3 and carboxylic ester functionalities are directly accessed in good yields from pyrrolidines and piperidines. This work pushes forward the application of the intermolecular hydride transfer strategy in one-step assembly of molecular complexity.

6.
Chem Commun (Camb) ; 51(17): 3566-9, 2015 Feb 28.
Artículo en Inglés | MEDLINE | ID: mdl-25634544

RESUMEN

Magnetic functionalized homochiral metal-organic frameworks (MOFs) were prepared and applied to efficient enantioselective fishing of chiral drug intermediates. Under optimized conditions, the enantiomeric excess (ee) value as high as 85.2% was achieved for methyl phenyl sulfoxide (MPS) within 3 min.


Asunto(s)
Compuestos Organometálicos/química , Sulfóxidos/síntesis química , Fenómenos Magnéticos , Modelos Moleculares , Estructura Molecular , Compuestos Organometálicos/síntesis química , Tamaño de la Partícula , Estereoisomerismo , Sulfóxidos/química , Propiedades de Superficie , Zinc/química
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