Lewis acid catalyzed reaction of arylvinylidenecyclopropanes with ethyl (arylimino)acetates: a facile synthetic protocol for pyrrolidine and 1,2,3,4-tetrahydroquinoline derivatives.
[reaction: see text] A number of pyrrolidine and 1,2,3,4-tetrahydroquinoline derivatives are prepared selectively in moderate to good yields by the reaction of arylvinylidenecyclopropanes 1 with ethyl (arylimino)acetates 2 in the presence of Lewis acid depending on the electronic nature both of 2 and R1 or R2 aromatic groups of 1.
Lu
Jian-Mei
JM
State Key Laboratory of Organometallic Chenistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai, China 200032.
Shi
Min
M
D000085:Acetates / Q000737:chemistry*; D000143:Acids / Q000737:chemistry*; D002384:Catalysis; D003521:Cyclopropanes / Q000737:chemistry*; D005663:Furans / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D011759:Pyrrolidines / Q000138:chemical synthesis / Q000737:chemistry*; D011804:Quinolines / Q000138:chemical synthesis / Q000737:chemistry*
D000085:Acetates; D000143:Acids; D003521:Cyclopropanes; D005663:Furans; D011759:Pyrrolidines; D011804:Quinolines; C032519:pyrrolidine