Premium
Junjappa‐Ila annulation : α‐Oxoketene dithioacetal mediated synthesis of substituted benzotriazoles
Author(s) -
Shetty Nitinkumar S.,
Lamani Ravi S.,
Panchamukhi Shridhar I.,
Khazi Imtiyaz Ahmed M.
Publication year - 2009
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.85
Subject(s) - chemistry , annulation , acetonitrile , sodium hydride , medicinal chemistry , condensation , hydride , organic chemistry , catalysis , hydrogen , physics , thermodynamics
2‐(1‐Benzyl‐1 H –1,2,3‐triazole‐4‐yl)‐3‐methylsulfanyl‐5‐oxo‐5‐substituted‐ pent ‐2‐enenitrile 3a , 3b , 3c , 3d , 3e were obtained in good yields by condensation of (1‐benzyl‐1 H ‐1,2,3‐triazole‐4‐yl)acetonitrile 1 with various α‐oxoketene dithioacetals 2a , 2b , 2c , 2d , 2e in the presence of sodium hydride. The intermediates 3a , 3b , 3c , 3d , 3e underwent facile acid‐induced cyclization in the presence of PTSA to afford the corresponding benzotriazoles 4a , 4b , 4c , 4d , 4e in moderate yields. J. Heterocyclic Chem., (2009).
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom