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1.
Org Biomol Chem ; 15(30): 6349-6352, 2017 Aug 02.
Artigo em Inglês | MEDLINE | ID: mdl-28703245

RESUMO

A blue-light-promoted carbon-carbon double bond isomerization in the absence of any photoredox catalyst is reported. It provides rapid access to a series of quinolines in good to excellent yields under simple aerobic conditions. The protocol is direct, catalyst-free and operationally convenient.

2.
Org Biomol Chem ; 13(39): 9977-83, 2015 Oct 21.
Artigo em Inglês | MEDLINE | ID: mdl-26287502

RESUMO

An efficient approach towards the first racemic total synthesis of dactyloidin (2) and demethyldactyloidin (3) is described. Their oxygen-bridged tricyclic ketal systems were rapidly constructed by using a remarkable biomimetic Knoevenagel condensation/[4 + 2] cycloaddition cascade as the critical strategy and the 1,5-dicarbonyl segment was assembled by Grignard addition.


Assuntos
Reação de Cicloadição/métodos , Compostos Heterocíclicos de Anel em Ponte/síntese química , Myristicaceae/química , Prolina/química , Catálise , Compostos Heterocíclicos de Anel em Ponte/química , Metilação , Estereoisomerismo
3.
Molecules ; 14(12): 4858-65, 2009 Nov 26.
Artigo em Inglês | MEDLINE | ID: mdl-20032864

RESUMO

Structurally diverse thiazoles with electron-donating and electron-withdrawing groups were conveniently synthesized through manganese dioxide (MnO(2)) oxidation of the corresponding thiazolines. The effect of substitution at the 2- and 4-positions was investigated. The desired thiazoles with aryl or vinyl substitutions at the 2- or 4-position can be obtained in good to excellent yields.


Assuntos
Compostos de Manganês/química , Óxidos/química , Tiazóis/síntese química , Espectroscopia de Ressonância Magnética , Oxirredução , Espectrofotometria Infravermelho , Tiazóis/química
4.
Chem Commun (Camb) ; 54(60): 8375-8378, 2018 Jul 24.
Artigo em Inglês | MEDLINE | ID: mdl-29998241

RESUMO

A copper-catalyzed reaction of ethynyl benzoxazinanones with readily accessible ß-ketoesters via a decarboxylative propargylation/hydroamination sequence has been developed. This protocol furnished a diverse range of C3 ß-ketoester-functionalized indoles in good to excellent yields.

5.
Chem Commun (Camb) ; 52(60): 9454-7, 2016 Aug 04.
Artigo em Inglês | MEDLINE | ID: mdl-27378390

RESUMO

A new decarboxylative Csp(3)-Csp(3) coupling approach for the benzylation of ketone enolates has been developed. A variety of raspberry ketone derivatives were conveniently synthesized in good to excellent yields under mild conditions. A crossover reaction shed light on the mechanism of this tandem reaction.

6.
Chem Commun (Camb) ; 52(63): 9844, 2016 Aug 14.
Artigo em Inglês | MEDLINE | ID: mdl-27436492

RESUMO

Correction for 'Decarboxylative Csp3-Csp3 coupling for benzylation of unstable ketone enolates: synthesis of p-(acylethyl)phenols' by Sasa Wang et al., Chem. Commun., 2016, 52, 9454-9457.

7.
Org Lett ; 17(16): 4050-3, 2015 Aug 21.
Artigo em Inglês | MEDLINE | ID: mdl-26262754

RESUMO

A remarkable TFA-mediated method for the construction of a biologically interesting tricyclic ketal skeleton was uncovered by starting from a variety of readily available acylphloroglucinol and diacylphloroglucinol substrates. This approach, which mimics a biosynthetic olefin isomerization/hemiacetalization/dehydration/(3 + 3) type cycloaddition sequence through a 2H-furan-1-ium intermediate, establishes a viable synthetic strategy for efficient synthesis of bullataketals' analogs.


Assuntos
Cetonas/síntese química , Floroglucinol/análogos & derivados , Alcenos/química , Biomimética , Ciclização , Reação de Cicloadição , Éteres , Cetonas/química , Estrutura Molecular , Floroglucinol/síntese química , Floroglucinol/química , Estereoisomerismo
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