Keywords
dimerization
donor--acceptor cyclopropanes
gallium trichloride
Lewis acids
ring opening
Abstract
The transformations of 2-phenylcyclopropane-1,1-dinitrile under the action of Lewis acids in the absence of interceptors of the resulting zwitterionic intermediates were explored. When such GaCl3-based intermediate was decomposed with 10% HCl solution, (2-phenylethylidene)malonodinitrile was identified as the main product. The products of intramolecular annulation or dimerization, 1-amino-2-naphthonitrile or 3,5-diphenyl-2,3,5,6-tetrahydro-1H-pyrrolizine-1,1,7-tricarbonitrile, were also detected under certain reaction conditions.
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![Stereocontrolled [3+2] Cycloaddition of Donor-Acceptor Cyclopropanes to Iminooxindoles: Access to Spiro[oxindole-3,2′-pyrrolidines]](/storage/images/resized/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_small_thumb.webp)
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