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1.
Org Biomol Chem ; 18(25): 4843-4847, 2020 Jul 01.
Article in English | MEDLINE | ID: mdl-32608447

ABSTRACT

A simple and practical method for the synthesis of phosphoryl-substituted indolo[2,1-a]isoquinolin-6(5H)-ones and benzimidazo[2,1-a]isoquinolin-6(5H)-ones through manganese(iii)-promoted tandem phosphinoylation/cyclization of 2-arylindoles or 2-arylbenzimidazoles with disubstituted phosphine oxides was developed. In this transformation, new C-P bond and C-C bond were constructed simultaneously under silver-free conditions, exhibiting a broad substrate scope. It was noted that not only diarylphosphine oxides but also dialkyl and arylalkyl-phosphine oxides were compatible with the conditions.

2.
Chem Commun (Camb) ; 55(85): 12805-12808, 2019 Nov 04.
Article in English | MEDLINE | ID: mdl-31595274

ABSTRACT

A new silver-mediated 1,2-alkylesterification of alkenes with nitriles and acids promoted by a catalytic amount of nickel catalyst for producing acyloxylated nitriles has been developed via a C(sp3)-H functionalization process. By employing the NiI2 and Ag2CO3 catalytic systems, the method features broad substrate scope with respect to carboxylic acids, including linear alkyl acids, cyclic acids, aryl acids and amino acids.

3.
Chem Commun (Camb) ; 55(61): 8995-8998, 2019 Aug 07.
Article in English | MEDLINE | ID: mdl-31290859

ABSTRACT

A new, practical directed anodic C-H sulfonylation of N,N-disubstituted anilines with sodium sulfinates for producing o- or p-amino arylsulfones and diarylsulfones is described. Employing the anodic strategy, the reaction proceeds efficiently under mild (room temperature) and transition-metal- and chemical oxidant-free conditions, and enables the formation of C-S bonds via directed activation of ortho- or para-C-H bond to the amino group with broad substrate scope and excellent site selectivity.

4.
Chem Commun (Camb) ; 55(30): 4371-4374, 2019 Apr 09.
Article in English | MEDLINE | ID: mdl-30912541

ABSTRACT

A highly para-selective amination of anilines with phenothiazines for producing various functionalized 10-aryl-10H-phenothiazines is reported. The oxidative amination reaction proceeds electrochemically at room temperature, thereby avoiding the use of metals and oxidizing reagents with excellent functional group tolerance and broad substrate scope.

5.
Org Lett ; 20(23): 7594-7597, 2018 12 07.
Article in English | MEDLINE | ID: mdl-30421935

ABSTRACT

A simple protocol for the three-component intermolecular alkylesterification of styrenes with toluenes and peroxyesters using a copper catalyst is described. A variety of ester-containing complex compounds were synthesized with excellent functional group tolerance and step efficiency. Employing the combination of carboxylic acids and di- tert-butyl peroxide (DTBP) oxidant instead of peroxyesters also gave similar results. In this transformation, aromatic acids, aliphatic acids, and amino acids were suitable substrates.

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