Synthesis and characterization of piperazine-substituted dihydrofuran derivatives viaMn(OAc) 3 mediated radical cyclizations

The aim of this study is to synthesize novel piperazine-containing dihydrofuran compounds (3a-n)from radical additions and cyclizations of diacyl and alkyl-acyl piperazine derivatives (1a-h) with 1,3-dicarbonyl compounds (2a-c) mediated by Mn(OAc) for the first time. From the reactions of 1a-c with...

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Bibliographic Details
Published inTurkish journal of chemistry Vol. 44; no. 5; pp. 1303 - 1313
Main Authors Sari, Sait, Yilmaz, Mehmet
Format Journal Article
LanguageEnglish
Published Turkey The Scientific and Technological Research Council of Turkey 01.01.2020
Subjects
Mn(OAc) 3
radical cyclization
Piperazine
dihydrofuran
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Summary:The aim of this study is to synthesize novel piperazine-containing dihydrofuran compounds (3a-n)from radical additions and cyclizations of diacyl and alkyl-acyl piperazine derivatives (1a-h) with 1,3-dicarbonyl compounds (2a-c) mediated by Mn(OAc) for the first time. From the reactions of 1a-c with dimedone (2a);1a, 1c, and 1d with acetylacetone (2b); and 1a with ethylacetoacetate(2c) ,the dihydrofuran-piperazine compounds 3a-c, 3d-f, and 3g were obtained in medium to high yields (31%-81%), respectively. In addition, dihydrofuran-piperazine compounds 3h-j and 3k-n were prepared at low to medium yields (20%-40%) from the reactions of with and with , respectively.
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content type line 23
none declared
CONFLICT OF INTEREST
ISSN:1300-0527
1303-6130
1303-6130
DOI:10.3906/kim-2003-23