Tetrahedron

Synthesis and photochemistry of 3-(o-stilbeneyl)-4-H/Me/Ph-sydnones; intramolecular cyclization to 1, 2-benzodiazepines and/or quinolines

K Butković, D Vuk, Ž Marinić, J Penić, M Šindler-Kulyk

Index: Butkovic, Kristina; Vuk, Dragana; Marinic, Zeljko; Penic, Josip; Sindler-Kulyk, Marija Tetrahedron, 2010 , vol. 66, # 48 p. 9356 - 9362

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Citation Number: 6

Abstract

Stilbeneylsydnone derivatives were synthesized by a sequence of reactions in good yields. Irradiation of 3-stilbeneyl-4-methylsydnone 4 gives 1H-1, 2-benzodiazepine derivative 7 as the main product along with 2-methylquinoline derivative 20. Irradiation of 3-stilbeneyl-4- phenylsydnone 5 afforded only 1H-1, 2-benzodiazepine derivative 8 whereas on irradiation of 4-unsubstituted 3-stilbeneylsydnone 3 no benzodiazepine derivative was detected. An ...