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1.
J Org Chem ; 82(7): 3581-3588, 2017 04 07.
Artículo en Inglés | MEDLINE | ID: mdl-28303718

RESUMEN

A novel approach for the synthesis of polysubstituted 3-amino pyrroles via palladium-catalyzed three-component tandem reaction was developed. The procedure constructs various polysubstituted 3-amino pyrroles with moderate to excellent yields under mild reaction conditions with assembly efficiency, readily available starting materials, and good functional group tolerance. Furthermore, this process was successfully applied to the synthesis of different 3-phenyl-1,4-dihydropyrrolo[3,2-b]indole derivatives via an intramolecular Buchwald-Hartwig cross-coupling reaction in two steps.

2.
Chemistry ; 23(4): 793-797, 2017 Jan 18.
Artículo en Inglés | MEDLINE | ID: mdl-27873372

RESUMEN

We describe herein a palladium-catalyzed tandem oxidative arylation/olefination reaction of aromatic tethered alkenes/alkynes for the synthesis of dihydrobenzofurans and 2 H-chromene derivatives. This reaction features a 1,2-difunctionalization of C-C π-bond with two C-H bonds using O2 as terminal oxidant at room temperature. The products obtained are valuable synthons and important scaffolds in biological agents and natural products.

3.
Org Lett ; 18(22): 5924-5927, 2016 11 18.
Artículo en Inglés | MEDLINE | ID: mdl-27934484

RESUMEN

A palladium-catalyzed multicomponent reaction (MCR) of propargylic carbonates with isocyanides is reported. Remarkably, the orderly insertion of isocyanides affords two types of valuable N-heterocyclic products (Z)-6-imino-4,6-dihydro-1H-furo[3,4-b]pyrrol-2-amines and (E)-5-iminopyrrolones in high yields. Systematic analysis of the reaction conditions indicates that the selectivity of these N-heterocyclic products can be controlled by ligands and temperature.

4.
Org Lett ; 18(5): 1158-61, 2016 Mar 04.
Artículo en Inglés | MEDLINE | ID: mdl-26914291

RESUMEN

A new copper-catalyzed oxysulfenylation reaction of enolates with sodium sulfinates has been disclosed. A series of sulfenylated heterocycles including four- and seven-membered cyclic ether were obtained in mild to good yields. This reaction is proposed to go through a radical process, and the sulfur radical (RS(•)) may be a reactive species.

5.
J Org Chem ; 80(15): 7456-67, 2015 Aug 07.
Artículo en Inglés | MEDLINE | ID: mdl-26158340

RESUMEN

A highly regio- and stereoselective C-C double bond formation reaction via Pd-catalyzed Heck-type cascade process with N-tosylhydrazones has been developed. Various N-tosylhydrazones derived from both ketones and aldehydes are found to be efficient substrates to provide di- and trisubstituted olefins with high regio- and stereoselectivity. Furthermore, this reaction has a good functional group tolerance and different benzofuran-, dihydrobenzofuran-, and indoline-containing alkene products were obtained with high selectivity.

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