Polycondensed heterocycles. IX. Pyrrolo[2,1-c][1,4]benzothiazepines. Synthesis of 3-(dimethylamino)methyl derivatives

Tetrahedron

Volumn 52, Issue 22, 1996, Pages 7745-7754

  Garofalo, Antonio ^a   Campiani, Giuseppe ^a   Ciani, Silvia M ^a   Fiorini, Isabella ^a   Nacci, Vito ^a  

^a UNIVERSITY OF SIENA   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

3 (DIMETHYLAMINO)METHYL 5H,11H PYRROLO[2,1 C][1,4]BENZOTHIAZEPINE; 5 PHENYL 5H,11H PYRROLO[2,1 C][1,4]BENZOTHIAZEPINE; BENZOTHIAZEPINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CENTRAL NERVOUS SYSTEM; DRUG SYNTHESIS; PRIORITY JOURNAL;

EID: 0030014603     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(96)00342-0     Document Type: Article

References (15)

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11. No efforts were made in order to identify secondary products of this reaction. However, when aldehyde 16 was subjected to the same reaction conditions applied to compound 18 (2 equivalents of base, DMF/benzene, 80 °C), no reaction was observed. On the other hand, the use of a large excess of base caused a complete fragmentation of such an aldehyde even at room temperature, the starting 2-fluorobenzophenone being the only product which was then isolated in high yield.
12. Volante, R.P. Tetrahedron Lett., 1981, 22, 3119-3122.
13. Perrin, D. D.; Armarego, W. L. F. "Purification of Laboratory Chemicals", 3rd Edition, Pergamon Press, Oxford, 1988.
14. The reaction lasted a very short time when partially dried MCPBA and a dry solvent were used.
15. Bunnett, J. F.; Yih, S. Y. J. Am. Chem. Soc., 1961, 83, 3805-3807.