Sandelier Matthew J, DeShong Philip
Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA.
Org Lett. 2007 Aug 16;9(17):3209-12. doi: 10.1021/ol0710921. Epub 2007 Jul 24.
Reduction of secondary and tertiary o-nitrophenyl propargyl alcohols followed by acid-catalyzed Meyer-Schuster rearrangement gave 2-substituted and 2,4-disubstituted quinolines, respectively. Tertiary propargyl alcohols gave excellent yields of the quinoline derivative, while the yields of quinolines were slightly reduced when secondary propargyl alcohol derivatives were utilized.
将仲和叔邻硝基苯基炔丙醇还原,随后进行酸催化的迈耶-舒斯特重排,分别得到2-取代喹啉和2,4-二取代喹啉。叔炔丙醇能以优异的产率得到喹啉衍生物,而使用仲炔丙醇衍生物时喹啉的产率略有降低。