Conformational analysis of substituted hexahydropyrrolo [2, 3-b] indoles and related systems. An unusual example of hindered rotation about sulfonamide S N …
D Crich, M Bruncko, S Natarajan, BK Teo, DA Tocher
An indepth comparison of the solution (CDCl3, 1H-NMR) and solid state (X-ray) conformations of the hexahydropyrrolo [2, 3-b] indoles 4, 5, and 6 is made. Close parallels with the literature conformations of the aflatoxin furo [2, 3-b] benzofuran skeleton and with the conformation of the naturally occuring hexahydropyrrolindole physostigmine are noted. In the solid state the sulfonamide N in 4–6 is non-planar with various degrees of rotation ...
