title: An o-iminothioquinone: its cycloaddition to produce an indologlycoside and its self-dimerization to form a dithio-diazocycloctane, the structure assignment of which is based on the DFT prediction of its IR spectrum.
abstract: An unusual heterodiene, an indolothiono quinone, undergoes cycloaddition with a glycal to form an indole-N-glycoside. A novel dimer of the indolothionoquinone is assigned its structure on the basis of a match between its predicted and observed IR spectrum.
mesh_terms: D003500:Cyclization; D019281:Dimerization; D006027:Glycosides / Q000737:chemistry*; D006031:Glycosylation; D007097:Imines / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D011809:Quinones / Q000737:chemistry*; D013055:Spectrophotometry, Infrared / Q000379:methods
chemical_list: D006027:Glycosides; D007097:Imines; D007211:Indoles; D011809:Quinones