Novel synthesis of tetrahydro-2(1H)-quinolones using Diels-Alder reactions of 1-arylsulfonyl-2(1H)-pyridones having an electron-withdrawing group

Tetrahedron

Volumn 57, Issue 42, 2001, Pages 8841-8850

  Fujita, Reiko ^a   Watanabe, Kazuhiro ^a   Ikeura, Wakako ^a   Ohtake, Yohsuke ^a   Hongo, Hiroshi ^a   Harigaya, Yosihiro ^b   Matsuzaki, Hisao ^a  

^a TOHOKU PHARMACEUTICAL UNIVERSITY   (Japan)

^b KITASATO UNIVERSITY   (Japan)

Author keywords

1 arylsulfonyl 2(1H) pyridone; Diels Alder reaction; MO calculation; Tetrahydro 2(1H) quinolone

Indexed keywords

1 (4 CHLOROBENZENESULFONYL) 4A,5,8,8A TETRAHYDRO 4A METHOXYCARBONYL 6,7 DIMETHYL 2(1H) QUINOLONE; 1 (4 CHLOROBENZENESULFONYL) 5 METHOXYCARBONYL 2(1H) PYRIDONE; 1 (4 METHOXYLBENZENESULFONYL) 5 METHOXYCARBONYL 2(1H) PYRIDONE; 1 (4 METHYLBENZENESULFONYL) 5 NITRO 2(1H) PYRIDONE; 1 BENZENESULFONYL 4A,5,8,8A TETRAHYDRO 4A METHOXYCARBONYL 6,7 DIMETHYL 2(1H) QUINOLONE; 1 BENZENESULFONYL 5 METHOXYCARBONYL 2(1H) PYRIDONE; 1,3 BUTADIENE DERIVATIVE; 2,3 DIMETHYLBUTADIENE; 3 BROMO 4A,5,8,8A TETRAHYDRO 4A METHOXYCARBONYL 6,7 DIMETHYL 1 (4 METHYLBENZENESULFONYL) 2(1H) QUINOLONE; 3 BROMO 4A,5,8,8A TETRAHYDRO 4A METHOXYCARBONYL 7 METHYL 1 (4 METHYLBENZENESULFONYL) 2(1H) QUINOLONE; 3 BROMO 5 METHOXYCARBONYL 1 (4 METHYLBENZENESULFONYL) 2(1H) PYRIDONE; 4 METHOXYCARBONYL 1 (4 METHYLBENZENESULFONYL) 2(1H) PYRIDONE; 4A ACETYL 4A,5,8,8A TETRAHYDRO 6,7 DIMETHYL 1 (4 METHYLBENZENESULFONYL) 2(1H) QUINOLONE; 4A,5,8,8A TETRAHYDRO 1 (4 METHOXYBENZENESULFONYL) 4A METHOXYCARBONYL 6,7 DIMETHYL 2(1H) QUINOLONE; 4A,5,8,8A TETRAHYDRO 4A METHOXYCARBONYL 6,7 DIMETHYL 1 (2 METHYLBENZENESULFONYL) 2(1H) QUINOLONE; 4A,5,8,8A TETRAHYDRO 4A METHOXYCARBONYL 6,7 DIMETHYL 1 (2,4,6 TRIISOPROPYLBENZENESULFONYL) 2(1H) QUINOLONE; 4A,5,8,8A TETRAHYDRO 4A METHOXYCARBONYL 6,7 DIMETHYL 1 (2,4,6 TRIMETHYLBENZENESULFONYL) 2(1H) QUINOLONE; 4A,5,8,8A TETRAHYDRO 4A METHOXYCARBONYL 6,7 DIMETHYL 1 (4 METHYLBENZENESULFONYL) 2(1H) QUINOLONE; 4A,5,8,8A TETRAHYDRO 4A METHOXYCARBONYL 6,7 DIMETHYL 1 (4 NITROBENZENESULFONYL) 2(1H) QUINOLONE; 4A,5,8,8A TETRAHYDRO 6,7 DIMETHYL 1 (4 METHYLBENZENESULFONYL) 4A NITRO 2(1H) QUINOLONE; 4A,5,8,8A TETRAHYDRO 6,7 DIMETHYL 4A METHOXYCARBONYL 1 (4 METHYLBENZENESULFONYL) 2(1H) ISOQUINOLONE; 5 ACETYL 1 (4 METHYLBENZENESULFONYL) 2(1H) PYRIDONE; 5 METHOXYCARBONYL 1 (2 METHYLBENZENESULFONYL) 2(1H) PYRIDONE; 5 METHOXYCARBONYL 1 (2,4,6 TRIISOPROPYLBENZENESULFONYL) 2(1H) PYRIDONE; 5 METHOXYCARBONYL 1 (2,4,6 TRIMETHYLBENZENESULFONYL) 2(1H) PYRIDONE; 5 METHOXYCARBONYL 1 (4 METHYLBENZENESULFONYL) 2(1H) PYRIDONE; 5 METHOXYCARBONYL 1 (4 NITROBENZENESULFONYL) 2(1H) PYRIDONE; ALKADIENE; ISOPRENE; PYRIDONE DERIVATIVE; QUINOLONE DERIVATIVE; TETRAHYDRO 2(1H) QUINOLONE DERIVATIVE; UNCLASSIFIED DRUG;

ANALYSIS; ARTICLE; CALCULATION; CHEMICAL REACTION; CHEMICAL STRUCTURE; ELECTRON; PRIORITY JOURNAL; REACTION ANALYSIS; SYNTHESIS;

EID: 0035887547     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(01)00893-6     Document Type: Article

References (11)