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One-Step Synthesis of 5a,11a-Janusene Imide Employing 2,3-Dibromo-N-methylmaleimide as Acetylene Equivalent

Štrbac, Petar; Margetić, Davor (2021) One-Step Synthesis of 5a,11a-Janusene Imide Employing 2,3-Dibromo-N-methylmaleimide as Acetylene Equivalent. In: Chemistry Proceedings. .

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Abstract

Synthesis of janusene (5, 5a, 6, 11, 11a, 12-hexahydro-5, 12:6, 11-di-o-benzenonaphthacene) requires several reaction steps, starting from anthracene. In this account, a one-pot, three-step synthesis of janusene N-methyl-5a, 11a-dicarboximide employing 2, 3-dibromo-N-methylmaleimide as an acetylene equivalent is described. This thermal reaction is a simple synthetic procedure in comparison to sequential-multi step [4+2] cycloaddition routes. Here, 2, 3-dibromo-N-methylmaleimide acts effectively as a ‘molecular glue’, bridging two anthracene molecules together.

Item Type: Conference or workshop item published in conference proceedings (UNSPECIFIED)
Uncontrolled Keywords: cycloaddition ; anthracene ; microwave assisted organic reactions ; Diels-Alder reaction ; cycloreversion
Subjects: NATURAL SCIENCES > Chemistry
Divisions: Division of Organic Chemistry and Biochemistry
Depositing User: Lovorka Čaja
Date Deposited: 29 Mar 2022 08:16
URI: http://fulir.irb.hr/id/eprint/7120
DOI: 10.3390/ecsoc-24-08426

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