31401-55-5Relevant articles and documents
Reactions of Dimethyl Acetylenedicarboxylate with Indoles having Bulky 3-Substituents, and Further Reactions of Pyrroloindoles
Letcher, Roy M.,Choi, Michael C. K.,Wai, John S. M.
, p. 2629 - 2659 (2007/10/02)
The addition of dimethyl acetylenedicarboxylate to nine pyrroloindoles, and to nine N-methylindoles with bulky 3-substituents, has yielded twenty three new adducts.Their structures, elucidated mainly from spectroscopy which includes extensive diagnostic use of 13C-1H n.m.r. coupling constants, show several novel features, but all adducts are related to known adduct types.The results show that for relatively unstrained pyrroloindoles, the formation of an amino-ketone intermediate is still significant, but not dominant, that bulky 3-alkyl substituents of indoles can be eliminated to give 2-hydroxycarbazoles, and also that 3-phenyl groups appear to inhibit any reaction.
