Synthesis and ionic hydrogenation of 1,1-phthaloyl-2-phenyl-3-(p-Alkylbenzoyl)cyclopropanes

Synthesis and ionic hydrogenation of 1,1-phthaloyl-2-phenyl-3-(p-Alkylbenzoyl)cyclopropanes 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: 1978, Volume: 27, Number: 10, Pages: 2076-2080 Pages count : 5 DOI: 10.1007/bf00946531

Authors

Belykh S.I. ^1,2,3 , Kudryavtseva G.A. ^1,2,3 , Loim N.M. ^1,2,3 , Zalukaev L.P. ^1,2,3 , Parnes Z.N. ^1,2,3 , Kursanov D.N. ^1,2,3

Affiliations

1	Institute of Heteroorganic Compounds, Academy of Sciences of the USSR, Moscow
2	N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow
3	Lenin Komsomol Voronezh State University, USSR

1. We have synthesized a series of cis- and trans-1,1-phthaloyl-2-phenyl-3-(p-alkyl-benzoyl)cyclopropanes and established their configurations. 2. We have suggested a method for preparing trans-1,1-phthaloyl-2-phenyl-3-(p-alkyl-benzoyl)cyclopropanes by acid isomerization of the cis isomers in CF3COOH. 3. The ionic hydrogenation of cis-1,1-phthaloyl-2-phenyl-3-(p-alkylbenzoyl)cyclopropanes involves reduction of benzoyl to benzyl and opening of the three-membered ring to form 1,1-phthaloyl-2-phenyl-3-(p-alkylbenzyl)-2-propenes, whereas in the ionic hydrogenation of the trans isomer benzoyl is again reduced to benzyl but the three-membered ring is preserved, forming 1,1-phthaloyl-2-phenyl-3-(p-alkylbenzyl)cyclopropanes.

Belykh S.I. , Kudryavtseva G.A. , Loim N.M. , Zalukaev L.P. , Parnes Z.N. , Kursanov D.N.
Synthesis and ionic hydrogenation of 1,1-phthaloyl-2-phenyl-3-(p-Alkylbenzoyl)cyclopropanes
Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science. 1978. V.27. N10. P.2076-2080. DOI: 10.1007/bf00946531 OpenAlex

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W2952072260

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