Investigation of the mechanism of the cyclization reaction with the help of deuterium

Investigation of the mechanism of the cyclization reaction with the help of deuterium Full article

Journal

Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science
ISSN: 2376-8444 , E-ISSN: 0568-5230

Output data

Year: 1954, Volume: 3, Number: 5, Pages: 743-746 Pages count : 4 DOI: 10.1007/bf01170117

Authors

Kursanоv D.N. ¹ , Parnes Z.N. ¹ , Zaretskaya I.I. ¹ , Nazarov I.N. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Academy of Sciences, USSR

1. Under the action of deuterophosphoric acid the dienone (VIII) cyclizes to the monodeutero-cyclopentenone (IXa) which, an ozonization, gives the deutero-ketoacid (X); oxidation of the latter with bromide lye leads to the detero-dicarboxylic acid (XI). 2. The dienone (VIII) and the cyclic ketone (IX) practically do not exchange their hydrogens for deuterium in the conditions of cyclization and, consequently, the entry of deuterium into the molecule of the cyclic ketone only takes place in the instant of its cyclization. 3. The results obtained are convincing evidence of the correctness of the proposed ionic mechanism of this cyclization reaction.

Kursanоv D.N. , Parnes Z.N. , Zaretskaya I.I. , Nazarov I.N.
Investigation of the mechanism of the cyclization reaction with the help of deuterium
Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science. 1954. V.3. N5. P.743-746. DOI: 10.1007/bf01170117 OpenAlex

OpenAlex:

W2312697266

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