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Note | Regular issue | Vol 78, No. 11, 2009, pp.2837-2844
Published online, 10th September, 2009
DOI: 10.3987/COM-09-11784
Thieno[2,3-f]triazolo[1,5-a][1,4]diazepines and Thieno[2,3-f]triazolo[1,5-a][1,4]oxazepines from Azide Cycloaddition

Giorgio Molteni* and Paola Del Buttero

*Department of Organic and Industrial Chemistry, University of Milano, Via Golgi 19, 20133 Milano, Italy


Intermolecular dipolar cycloadditions between 2-methoxycarbonyl- 3-thenylazide (3) and monosubstituted dipolarophiles bearing a triple carbon-carbon bond were exploited in a three step synthesis of the title compounds. The intramolecular cycloaddition of substituted thenylazide (11) was also carried out in the two-step synthesis of the thieno[2,3-f][1,2,3]triazolo[1,5-a][1,4]diazepine derivative (8).