Yaşar DÜRÜST, Eda SAĞIRLI, Akin SAĞIRLI

3623

Microwave-assisted regioselective [1,3]-dipolar cycloaddition of 3-methyl-2-(substitutedbenzylidene)-5-oxopyrazolidin-2-ium-1-ides to benzothiophene 1,1-dioxide

A series of pyrazolidinium ylides was reacted with benzothiophene 1,1-dioxide to afford (3R,5S,5aS,10bS)-3-methyl-5-substitutedphenyl-2,3,5,5a-tetrahydrobenzo[4,5]thieno[3,2-c]pyrazolo[1,2-a]pyrazol-1(10bH)-one 6,6-dioxides under microwave irradiation and their structures were identified by means of spectral/physical characteristics including X-ray diffraction data and HRMS measurements.

Anahtar Kelimeler:

Microwave-assisted synthesis, pyrazolidinium, ylide, 1, 3-dipolar cycloaddition, benzothiophene dioxide

Microwave-assisted regioselective [1,3]-dipolar cycloaddition of 3-methyl-2-(substitutedbenzylidene)-5-oxopyrazolidin-2-ium-1-ides to benzothiophene 1,1-dioxide

A series of pyrazolidinium ylides was reacted with benzothiophene 1,1-dioxide to afford (3R,5S,5aS,10bS)-3-methyl-5-substitutedphenyl-2,3,5,5a-tetrahydrobenzo[4,5]thieno[3,2-c]pyrazolo[1,2-a]pyrazol-1(10bH)-one 6,6-dioxides under microwave irradiation and their structures were identified by means of spectral/physical characteristics including X-ray diffraction data and HRMS measurements.

Keywords:

Microwave-assisted synthesis, pyrazolidinium, ylide, 1, 3-dipolar cycloaddition, benzothiophene dioxide,

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(1S,4aR,9bR,10S )-10-(4-(Dimethylamino)phenyl)-1-methyl-1,2,9b,10-tetrahydrobenzo [4,5]thieno[2,3-c]pyrazolo[1,2-a]pyrazol-3(4aH)-one 5,5-dioxide 5l White solid, yield: 70 mg, 71%: mp 205–207 ◦ C; Rf: 0.20 (EtOAc: n -hexane, 1:1). IR (KBr, cm 2928, 1685 (C=O), 1612, 1523, 1408, 1311 (SO2asym), 1192 (SO sym), 910, 825, 732.1H NMR (400 MHz,

Turkish Journal of Chemistry-Cover

ISSN: 1300-0527
Yayın Aralığı: Yılda 6 Sayı
Yayıncı: TÜBİTAK

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