NMR Studies of Indoles and Their N-Carboalkoxy Derivatives

Article abstract of DOI:10.1002/mrc.1260251016

The 13C NMR assignment of indoles and 5-methoxyindoles substituted at position 3, and some of their N-carboalkoxy derivatives, was achieved from one- and two-dimensional NMR experiments.Substituent chemical shifts and ¹(CH) values were evaluated.The dynamic processes of N-carboalkoxyindoles and N-carboalkoxyindoline observed by high-filed 1H NMR show the existence of two preferred rotamers around the carbamate N-C(=O)OR bond, which was interpreted in terms of frequency/field strengh-dependent phenomena.KEY WORDS - Indoles N-carboalkoxyindoles substituent effects 13C NMR