A practical and efficient route for synthesis of 6-aminomethyl-4-oxo- 4,5,6,7-tetrahydroindoles as new CNS agent precursors

Tetrahedron Letters

Volumn 37, Issue 29, 1996, Pages 5171-5174

  Masaguer, Christian F ^a   Raviña, Enrique ^a  

^a UNIVERSITY OF SANTIAGO DE COMPOSTELA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

6 AMINOMETHYL 4 OXO 4,5,6,7 TETRAHYDROINDOLE; BUTYROPHENONE DERIVATIVE; DIETHYLAMINE; FLUANISONE; HALOPERIDOL; MOLINDONE; MORPHOLINE DERIVATIVE; NEUROLEPTIC AGENT; PIPERAZINE DERIVATIVE; SPIPERONE; UNCLASSIFIED DRUG;

ARTICLE; CENTRAL NERVOUS SYSTEM; DRUG POTENCY; DRUG STRUCTURE; DRUG SYNTHESIS; EXTRAPYRAMIDAL SYMPTOM; HUMAN; PSYCHOPHARMACOLOGY; PSYCHOSIS; SCHIZOPHRENIA;

EID: 0030586191     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01028-3     Document Type: Article

References (15)

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10. 3, 300 MHz) δ: 43.2; 48.5; 55.9; 67.3; 102.1; 105.3; 137.6; 161.3; 170.4.
11. (10) Quantitative yields in amides were also obtained by using bis(2-oxo-3-oxazolidinyl)phosphinic chloride as coupling reagent.
12. 3, 300 MHz) δ: 31.9; 33.7; 54.6; 67.4; 67.5; 94.8; 152.5.
13. +); 189, 176, 175, 132, 100 (100%), 56.
14. (13) An intramolecular enamine-aldehyde condensation leading to 4,5,6,7-tetrahidro-4-oxo-indoles has been reported previously. See, Bobbitt, J. M.; Kulkarni, C. L.; Dutta, C. P.; Kofod, H.; Chiong, K. N. J. Org. Chem. 1978, 43, 3541.
15. (14) All new compounds gave satisfactory spectral data (IR and NMR) and elemental analyses within 0.4%.