Krchnák Viktor, Waring Katherine R, Noll Bruce C, Moellmann Ute, Dahse Hans-Martin, Miller Marvin J
Department of Chemistry and Biochemistry, University of Notre Dame, Notre Dame, IN 46556, USA.
J Org Chem. 2008 Jun 20;73(12):4559-67. doi: 10.1021/jo8004827. Epub 2008 May 20.
Piperine, a natural product containing a conjugated diene, was reacted with polymer-supported acyl- and arylnitroso dienophiles. The reactions with arylnitroso dienophiles were also carried out in solution. The oxazine rings formed by the corresponding hetero-Diels-Alder reactions were further transformed and novel acyclic as well as heterocyclic derivatives including pyrroles and quinoxalinones were prepared.
胡椒碱是一种含有共轭二烯的天然产物，它与聚合物负载的酰基和亲双烯体芳基亚硝基发生反应。与芳基亚硝基亲双烯体的反应也在溶液中进行。通过相应的杂环狄尔斯-阿尔德反应形成的恶嗪环进一步转化，制备了包括吡咯和喹喔啉酮在内的新型无环以及杂环衍生物。
