Tetrahedron Letters p. 4599 - 4602 (1981)
Update date:2022-08-29
Topics:
Hutchins, Mary Gail Kinzer
Swern, Daniel
Cyanonitrene is formed from sodium cyanamide and t-butyl hypochlorite in methanol by an α-elimination at or above 0 deg C to +10 deg C, but not at lower temperatures.The nitrene has been trapped by tertiary amines to yield aminimides in fair to good yields.The formation of cyanonitrene has been shown by ESR, dimerization to dicyanodiazene, and reaction with DMSO to yield the sulfoximine.
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(1960)
