engleski

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

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.

cycloaddition ; anthracene ; microwave assisted organic reactions ; Diels-Alder reaction ; cycloreversion

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