Depending upon the reaction conditions, intramolecular cycloadditions of variously substituted N-alkenoyl aryl azides 4 give the [1,2,3]triazolobenzodiazepine 5, bridgehead aziridines 6 or imines 7. The dipolarophilic activity of the C=N double bond of the latter compounds is also exploited in the synthesis of [1,2,4]triazolobenzodiazepines 10 by means of nitrilimine cycloadditions.
Intramolecular cycloadditions of N-alkenoyl aryl azides / L. Garanti, G. Molteni, G. Broggini. - In: JOURNAL OF THE CHEMICAL SOCIETY. PERKIN TRANSACTIONS. 1. - ISSN 1472-7781. - 1:15(2001), pp. 1816-1819. [10.1039/b102686k]
Intramolecular cycloadditions of N-alkenoyl aryl azides
G. Molteni;
2001
Abstract
Depending upon the reaction conditions, intramolecular cycloadditions of variously substituted N-alkenoyl aryl azides 4 give the [1,2,3]triazolobenzodiazepine 5, bridgehead aziridines 6 or imines 7. The dipolarophilic activity of the C=N double bond of the latter compounds is also exploited in the synthesis of [1,2,4]triazolobenzodiazepines 10 by means of nitrilimine cycloadditions.
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