- ELECTRON DEFICIENT HETEROAROMATIC AMMONIOAMIDATES, XIX. N-(3-QUINAZOLINIO)AMIDATES, VII. THE PHOTOCHEMISTRY OF N-(3-QUINAZOLINIO)AMIDATES IN THE PRESENCE OF AMINES AND OF ACETAMIDE
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Irradiation by Pyrex-filtered light of the quinazolinioamidates 1c-1f and of the dimers 2a and 2b in butylamine, of compound 2b in benzylamine and morpholine, and in the presence of acetamide in dioxane or dichloromethane, as well as of the adducts 5a and 5b in dichloromethane leads to complex mixtures of Type 6-16 products.While the compounds 6-9 are the products of Type II cleavage processes of the Type 3-5 adducts, the parent quinazolines 12 are formed from the amidates 1 themselves, amides 14 being the co-products in both cases.Compound 10a is formed by deacetylation of 9a during work-up, while compound 11b is a secondary photosubstitution product of 12b by the solvent dioxane.At least part of the compounds 13, 15 and 16 is the result of dark reactions.
- Barta-Szalai, G.,Fetter, J.,Lempert, K.,Moller, J.
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p. 253 - 266
(2007/10/02)
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