Tetrahedron p. 863 - 880 (1993)
Update date:2022-08-03
Topics:
Toth, Gabor
Levai, Albert
Szoellosy, Aron
Duddeck, Helmut
A series of spiropyrazolines has been synthesized by 1,3-dipolar cycloaddition of E- and Z-3-arylidene-chromanones, -1-thiochromanones, -flavanones, -1-thioflavanones as well as 2-benzylidene-1-indanone, -1-benzosuberone with diazomethane. It has been found that this cycloaddition is regio- and stereoselective affording trans- and cis- spiro-1-pyrazolines. Spiro-1-pyrazolines were converted into spiro-2-pyrazolines on acid-catalysed isomerization. Conformation and relative configuration of compounds prepared has been elucidated by various one- and two-dimensional n.m.r. methods.
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Doi:10.1039/DT9930003373
(1993)Doi:10.1021/jo000719p
(2000)Doi:10.1016/S0040-4020(01)80349-5
(1993)Doi:10.1021/jm400485e
(2013)Doi:10.1246/cl.1993.287
(1993)Doi:10.1021/ja00060a006
(1993)