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1.
J Org Chem ; 87(1): 835-845, 2022 01 07.
Artigo em Inglês | MEDLINE | ID: mdl-34962788

RESUMO

An efficient method for the synthesis of new indolizine-fused chromones has been accomplished from ethyl (E)-3-(2-acetylphenoxy)acrylates and pyridines in a "one-pot" manner. Facile operation in open-air, metal-free, and mild conditions renders this protocol particularly practical and attractive. Moreover, this method can simultaneously construct two molecular fragments of chromone and indolizine. Scale-up experiment and the construction of natural products further prove the practicability of this strategy.


Assuntos
Indolizinas , Iodo , Cromonas , Ciclização , Piridinas
2.
J Org Chem ; 86(21): 15733-15742, 2021 Nov 05.
Artigo em Inglês | MEDLINE | ID: mdl-34633821

RESUMO

An iodine-promoted one-pot cascade oxidative annulation reaction has been developed for the synthesis of chromone-fused-pyrrolo[2,1-a]isoquinolines and indolizino[8,7-b]indoles from o-acetylphenoxyacrylates, tetrahydroisoquinolines, and noreleagnines. This process underwent a logical approach to both chromone-fused-pyrrolo[2,1-a]isoquinolines and chromone-fused-indolizino[8,7-b]indoles isolamellarin derivatives. Manipulations of l-menthol and dl-α-tocopherol demonstrate the applications of this strategy.

3.
J Org Chem ; 86(23): 17471-17481, 2021 12 03.
Artigo em Inglês | MEDLINE | ID: mdl-34797656

RESUMO

A highly chemoselective cascade Wolff rearrangement/acylation reaction between 5-aminopyrazoles and diazo compounds has been developed. The protocol can facilitate the switchable synthesis of 4-hydroxy-pyrazolo[3,4-b]pyridin-6-ones and N-pyrazole amides with the merits of a broad substrate scope, high functional group compatibility, and green and sustainable performance manner. All reactions proceeded efficiently without any catalyst and additives (acid and base) and resulted in the release of benign N2, wherein diethyl carbonate served as a green benign solvent.


Assuntos
Amidas , Pirazóis , Acilação , Estrutura Molecular
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