10.4125/pd0014th
Yu, Xingxin
Qiu, Guanyinsheng
Liu, Jianping
Wu, Jie
Synthesis of 2,3,4,11b-Tetrahydro-1H-pyridazino[6,1-a]isoquinolines via the Three-Component
Reaction of 2-Alkynylbenzaldehydes, a Sulfonohydrazide and Dimethyl
Cyclopropane-1,1-dicarboxylate
Georg Thieme Verlag, Stuttgart, New York
2011
Chemistry
2011-06-09
en
PrimaryData
10.1055/s-0030-1260063
29696 Bytes
A three-component reaction of 2-alkynylbenzaldehydes, a sulfonohydrazide
and dimethyl cyclopropane-1,1-dicarboxylate, co-catalyzed by silver(I)
triflate and nickel(II) perchlorate hexahydrate, is described, which
affords 2,3,4,11b-tetrahydro-1H-pyridazino[6,1-a]isoquinolines in moderate
to good yields. A possible reaction pathway that proceeds via a
tandem 6-endo-cyclization and [3+3] cycloaddition
sequence is proposed.