212475-64-4Relevant academic research and scientific papers
Ligand effects in the metal catalysed reactions of N-aryldiazoamides: Ylide formation vs. insertion reactions
Moody, Christopher J.,Miah, Soyfur,Slawin, Alexandra M. Z.,Mansfield, Darren J.,Richards, Ian C.
, p. 9689 - 9700 (2007/10/03)
Diazoamides 1a and 1b were prepared from 2-(O-allyl)- and 2-(S-allyl) anilines 2 respectively. Copper(II) catalysed decomposition of 1 resulted in formation of benzofused heterocycles 7 by [2,3]-rearrangement of the intermediate ylide. Rhodium(II) perfluorbutyramide catalysed reaction, however, gave mainly the indoles 8, 9 whereas rhodium(II) acetate catalysed reaction resulted in a mixture of products, with β-lactams formed by intramolecular C-H insertion predominating. Catalysed decomposition of N- pyridyl diazoamide 13 gave the stable pyridinium ylide 14.
