99859-69-5Relevant articles and documents
On the Reaction of Isocyanides with Nitrile Imines
Moderhack, Dietrich,Lorke, Michael,Ernst, Ludger,Schomburg, Dietmar
, p. 1633 - 1640 (2007/10/02)
Four competing reactions have been found to occur when nitrile imines 2 are generated from 1 in the presence of isocyanides 3.The products obtained include i) 1,2,3-triazolium salts 6, ii) 1,2,4-triazolium salts 8, iii) dihydrotriazolyl-substituted pyrazolamines 11, and iv) unstable 1,2-diazetimine derivatives 12 which in turn give carbodiimides 13, nitriles 14, quinoxalinamines 15, and possibly 1,2,4-triazoles 16 (after addition of 2).The proportions, in particular those of 6,8, and 11, depend on the reaction conditions; thus, triethylamine used in excess can oppress the formation of 6 in favour of 8 and 11. - The structure of 11 has been elucidated by means of X-ray diffraction analyses of 11a and c. - Key Words: Isocyanides / Nitrile imines / Triazolium salts / Pyrazoles / 1,2-Diazet-3-imines