TY - JOUR
T1 - Junjappa-ila annulation
T2 - α-oxoketene dithioacetal mediated synthesis of substituted benzotriazoles
AU - Shetty, Nitinkumar S.
AU - Lamani, Ravi S.
AU - Panchamukhi, Shridhar I.
AU - Khazi, Imtiyaz Ahmed M
PY - 2009/7
Y1 - 2009/7
N2 - (Chemical Equation Presented) 2-(1-Benzyl-1H-1,2,3-triazole-4-yl)-3- methylsulfanyl-5-oxo-5-substituted-pent-2-enenitrile 3a-e were obtained in good yields by condensation of (1-benzyl-1H-1,2,3-triazole-4-yl)acetonitrile (1) with various α-oxoketene dithioacetals 2a-e in the presence of sodium hydride. The intermediates 3a-e underwent facile acid-induced cyclization in the presence of PTSA to afford the corresponding benzotriazoles 4a-e in moderate yields.
AB - (Chemical Equation Presented) 2-(1-Benzyl-1H-1,2,3-triazole-4-yl)-3- methylsulfanyl-5-oxo-5-substituted-pent-2-enenitrile 3a-e were obtained in good yields by condensation of (1-benzyl-1H-1,2,3-triazole-4-yl)acetonitrile (1) with various α-oxoketene dithioacetals 2a-e in the presence of sodium hydride. The intermediates 3a-e underwent facile acid-induced cyclization in the presence of PTSA to afford the corresponding benzotriazoles 4a-e in moderate yields.
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U2 - 10.1002/jhet.85
DO - 10.1002/jhet.85
M3 - Article
AN - SCOPUS:67749124385
SN - 0022-152X
VL - 46
SP - 774
EP - 777
JO - Journal of Heterocyclic Chemistry
JF - Journal of Heterocyclic Chemistry
IS - 4
ER -