Intramolecular cyclization of S-alkyl derivatives of aminomercaptoimidazoles and -benzimidazoles as a method for the annulation of the thiadiazine ring

作者: N. I. Gaponenko , A. A. Kolodina , A. V. Lesin , S. V. Kurbatov

DOI: 10.1007/S11172-012-0157-8

关键词:

摘要: A method was developed for the annulation of tetrahydrothiadiazine moiety to imidazole and benzimidazole rings through intramolecular cyclization S-alkyl derivatives aminomercaptoimidazoles -benzimidazoles. The factors controlling stereoselectivity formation ring were revealed.

参考文章(9)
Myriam Witvrouw, Zeger Debyser, Jan Balzarini, Piet Herdewijn, Erik De Clercq, Irene M. Lagoja, Christophe Pannecouque, Arthur Van Aerschot, N-aminoimidazole derivatives inhibiting retroviral replication via a yet unidentified mode of action. Journal of Medicinal Chemistry. ,vol. 46, pp. 1546- 1553 ,(2003) , 10.1021/JM0211117
N. I. Gaponenko, A. A. Kolodina, A. V. Lesin, S. V. Kurbatov, Z. A. Starikova, Yu. V. Nelyubina, Synthesis of spiro[indole-3,3′-[1,3,4]thiadiazino[3,2-a]benzimidazoles] and spiro[indole-3,6′-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazines] Russian Chemical Bulletin. ,vol. 59, pp. 838- 844 ,(2010) , 10.1007/S11172-010-0170-8
A. A. Kolodina, N. I. Gaponenko, A. V. Lesin, Synthesis and opening of the thiadiazine ring in 6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazines Russian Chemical Bulletin. ,vol. 57, pp. 1273- 1276 ,(2008) , 10.1007/S11172-008-0164-Y
Alexandra A. Kolodina, Alexandr V. Lesin, Yulia V. Nelyubina, Ring formation and ring opening reactions of a dihydrothiadiazine cycle fused to 1,2,4-triazole Mendeleev Communications. ,vol. 18, pp. 253- 254 ,(2008) , 10.1016/J.MENCOM.2008.09.008
Raafat M. Shaker, Ashraf A. Aly, Recent Trends in the Chemistry of 4-Amino-1,2,4-triazole-3-thiones Phosphorus Sulfur and Silicon and The Related Elements. ,vol. 181, pp. 2577- 2613 ,(2006) , 10.1080/10426500600775922
A. Brukstus, D. Melamedaite, S. Tumkevicius, A Facile Synthesis of Benzo[4,5]Imidazo[2,1-b]-Pyrimido[5,4-f][1,3,4]Thiadiazepines Synthetic Communications. ,vol. 30, pp. 3719- 3730 ,(2000) , 10.1080/00397910008086999
Zi-Yi Zhang, Xiao-Wen Sun, s-Triazolo[3,4-b]-1,3,4-thiadiazole Derivatives Heterocycles. ,vol. 48, pp. 561- 584 ,(1998) , 10.3987/REV-97-489