New synthesis of 1,4-benzothiazepin-5-ones / Mironov M.A., Ivantsova M.N., Tokareva M.I., Mokrushin V.S. // Russian Chemical Bulletin. - 2004. - V. 53, l. 6. - P. 1232-1236.

ISSN:

10665285

Type:

Article

Abstract:

A new convenient method for the synthesis of 1,4-benzothiazepin-5-ones by a one-pot procedure including condensation of thiosalicylic acid with chloroacetone and the reaction of the resulting 2-(acetoxythio)benzoic acid without isolation with primary amines and isocyanides is proposed. This method can be used for the combinatorial search of compounds with biological activities in the 1,4-benzothiazepine series.

Author keywords:

1,4-benzothiazepines; combinatorial synthesis; isocyanides; Ugi reaction

Index keywords:

2 (acetoxythio)benzoic acid; acetone; amine; benzoic acid derivative; benzothiazepine derivative; cyanide; ketone derivative; thiosalicylic acid; unclassified drug; article; chemical reaction; combina

DOI:

10.1023/B:RUCB.0000042278.1469

Смотреть в Scopus:

https://www.scopus.com/inward/record.uri?eid=2-s2.0-4644345077&doi=10.1023%2fB%3aRUCB.0000042278.14695.b3&partnerID=40&md5=6a57352a6a07e087d06991723985265e

Соавторы в МНС:

Другие поля

Поле	Значение
Link	https://www.scopus.com/inward/record.uri?eid=2-s2.0-4644345077&doi=10.1023%2fB%3aRUCB.0000042278.14695.b3&partnerID=40&md5=6a57352a6a07e087d06991723985265e
Affiliations	Urals State Technical University, 19 Ul. Mira, 620002 Ekaterinburg, Russ. Fed., Russian Federation
Author Keywords	1,4-benzothiazepines; combinatorial synthesis; isocyanides; Ugi reaction
Chemicals/CAS	acetone, 67-64-1; cyanide, 57-12-5; thiosalicylic acid, 147-93-3
References	Orru, R.V.A., De Greef, M., (2003) Synthesis, p. 1471; Weber, L., Illgen, K., Almstetter, M., (1999) Synlett, p. 366; Ugi, I., Doemling, A., (2000) Angew. Chem., Int. Ed., 39, p. 3168; Mironov, M., Kleban, M., Berseneva, V., Mokrushin, V., Bakulev, V., (2001) Abstract Book. First Symposium of the European Society for Combinatorial Sciences, pp. L44. , Budapest; Godfraind, T., Miller, R., Wibo, M., (1986) Parmacol. Rev., 38, p. 21; Slade, J., Stanton, J.L., Ben-David, D., Mazzenga, G.C., (1985) J. Med. Chem., 28, p. 1517; Nefzi, A., Ong, N.A., Giulianotti, M.A., Ostresh, J.M., Houghten, R.A., (1999) Tetrahedron Lett., 40, p. 4939; Schwarz, M.K., Tumelty, D., Gallop, M.A., (1999) J. Org. Chem., 64, p. 2219; Terrett, N.K., (1998) Combinatorial Chemistry, 186p. , Oxford University Press; Doemlhig, A., Chi, K.-Z., Barrere, M., (1999) Bioorg. Med. Chem. Lett., 9, p. 2871; Short, K.M., Mjalli, A.M.M., (1997) Tetrahedron Lett., 38, p. 359; Zhang, J., Jacobson, A., Rusche, J.R., Herlihy, W., (1999) J. Org. Chem., 64, p. 1074; Marcaccini, S., Pepino, R., Torroba, T., Miguel, D., Garcia-Valverde, M., (2002) Tetrahedron Lett., 43, p. 8591
Correspondence Address	Urals State Technical University, 19 Ul. Mira, 620002 Ekaterinburg, Russ. Fed.Russian Federation; email: mir@htf.ustu.ru
Language of Original Document	English
Abbreviated Source Title	Russ. Chem. Bull.
Source	Scopus