Cyclocondensation of arylhydrazines with 1,3-bis(het)arylmonothio-1,3- diketones and 1,3-Bis(het)aryl-3-(methylthio)-2-propenones: Synthesis of 1-Aryl-3,5-bis(het)arylpyrazoles with complementary regioselectivity

Journal of Organic Chemistry

Volumn 78, Issue 10, 2013, Pages 4960-4973

  Kumar, S Vijay ^a   Yadav, Santosh K ^b   Raghava, B ^c   Saraiah, B ^a   Ila, H ^a   Rangappa, K S ^c   Hazra, Arpan ^a  

^a JAWAHARLAL NEHRU CENTRE FOR ADVANCED SCIENTIFIC RESEARCH   (India)

^b INDIAN INSTITUTE OF TECHNOLOGY KANPUR   (India)

^c UNIVERSITY OF MYSORE   (India)

Author keywords

[No Author keywords available]

Indexed keywords

CRYSTALLOGRAPHIC DATA; CYCLOCONDENSATION; NEUTRAL CONDITIONS; POTASSIUM TERT-BUTOXIDE; REFLUXING ETHANOLS; REGIOSELECTIVE ROUTES; TERT-BUTYL ALCOHOLS; THREE-COMPONENT;

ALCOHOLS; HYDRIDES; POTASSIUM; REGIOSELECTIVITY; SODIUM COMPOUNDS; X RAY CRYSTALLOGRAPHY;

KETONES;

1 (4 BROMOPHENYL) 3 (3,4 DIMETHOXYPHENYL) 5 (PYRIDINE 4 YL) 1H PYRAZOLE; 1 (4 BROMOPHENYL) 5 (3,4 DIMETHOXYPHENYL) 3 (PYRIDIN 4 YL) 1H PYRAZOLE; 1 (4 CHLOROPHENYL) 3 (4 METHOXYPHENYL) 5 PHENYL 1H PYRAZOLE; 1 (4 CHLOROPHENYL) 3 (FURAN 2 YL) 5 (THIOPHEN 2 YL) 1H PYRAZOLE; 1 (4 CHLOROPHENYL) 5 (4 METHOXYPHENYL) 3 PHENYL 1H PYRAZOLE; 1 (4 CHLOROPHENYL) 5 (FURAN 2 YL) 3 (THIOPHEN 2 YL) 1H PYRAZOLE; 1 (4 FLUOROPHENYL) 3 (4 METHOXYPHENYL) 5 METHYL 1H PYRAZOLE; 1 (4 FLUOROPHENYL) 5 (4 METHOXYPHENYL) 3 METHYL 1H PYRAZOLE; 1 (4 METHOXYPHENYL) 5 (1 METHYL 1H PYRROL 2 YL) 3 4 TOLYL 1H PYRAZOLE; 1 PHENYL 3 (1 METHYL 1H INDOL 3 YL) 5 (PYRIDIN 3 YL) 1H PYRAZOLE; 1 PHENYL 3 (PYRIDIN 3 YL) 5 (1 METHYL 1H INDOL 3 YL) 1H PYRAZOLE; 1 PHENYL 3 (PYRIDIN 3 YL) 5 (THIOPHEN 2 YL) 1H PYRAZOLE; 1 PHENYL 3 (THIOPHEN 2 YL) 5 (PYRIDIN 3 YL) 1H PYRAZOLE; 1,3 DIPHENYL 1,4,5,6 TETRAHYDROCYCLOPENTA[C]PYRAZOLE; 1,3 DIPHENYL 5 (PYRIDIN 4 YL) 1H PYRAZOLE; 1,5 DIPHENYL 3 (PYRIDIN 4 YL) 1H PYRAZOLE; 2,3 DIPHENYL 2,4,5,6 TETRAHYDROCYCLOPENTA[C]PYRAZOLE; 3 (2,5 DIMETHYLPHENYL) 1 (4 METHOXYPHENYL) 5 (THIOPHEN 2 YL) 1H PYRAZOLE; 3 (3 BROMOPHENYL) 5 (4 METHOXYPHENYL) 1 PHENYL 1H PYRAZOLE; 3 (3 METHYLTHIOPHEN 2 YL) 1 PHENYL 5 (3,4,5 TRIMETHOXYPHENYL) 1H PYRAZOLE; 3 (4 CHLOROPHENYL) 1,5 DIPHENYL 1H PYRAZOLE; 4 ETHYL 3 (4 METHOXYPHENYL) 1,5 DIPHENYL 1H PYRAZOLE; 5 (1 METHYL 1H INDOL 3 YL) 3 (FURAN 2 YL) 1 (4 CHLOROPHENYL) 1H PYRAZOLE; 5 (3 BROMOPHENYL) 3 (4 METHOXYPHENYL) 1 PHENYL 1H PYRAZOLE; 5 (3 METHYLTHIOPHEN 2 YL) 1 PHENYL 3 (3,4,5 TRIMETHOXYPHENYL) 1H PYRAZOLE; 5 (4 CHLOROPHENYL) 1,3 DIPHENYL 1H PYRAZOLE; 5 (FURAN 2 YL) 3 (1 METHYL 1H INDOL 3 YL) 1 (4 CHLOROPHENYL) 1H PYRAZOLE; HYDRAZINE DERIVATIVE; PYRAZOLE DERIVATIVE; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ALKYLATION; ARTICLE; DRUG STRUCTURE; DRUG SYNTHESIS; X RAY CRYSTALLOGRAPHY;

CYCLIZATION; HYDRAZINES; KETONES; MOLECULAR STRUCTURE; PYRAZOLES; STEREOISOMERISM;

EID: 84878064953     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo400599e     Document Type: Article

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