Tetrahedron p. 1291 - 1298 (1986)
Update date:2022-08-03
Topics:
de Meijere, Armin
Wenck, Horst
Seyed-Mahdavi, Fereydoun
Viehe, Heinz Gunther
Gallez, Vincent
Erden, Ihsan
The methylenecyclopropanes 1, 2, 11 upon reaction with α-donorsubstituted acrylonitriles 3a, 3c gave two types of products, regular (2+2) cycloadducts 6, 8, 10, 13, 14 and thiacyclopentane derivatives 7, 9.The capto-dative substituted methylenecyclopropane 12 preferentially homodimerized to 15 even in the presence of 2.The capto-dative olefin 3a also added across the central single bonds of a bicyclo(1.1.0.)butane derivative 4b and bicyclo(2.1.0)pentane 5a to yield 16 and 19 via diradical intermediates.
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Doi:10.1007/BF00579819
(1986)Doi:10.1016/S0040-4039(00)84637-7
(1986)Doi:10.1016/j.bmcl.2008.08.111
(2008)Doi:10.1002/ejoc.202000093
(2020)Doi:10.1002/chem.200801161
(2008)Doi:10.1007/BF00758760
(1987)
