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
- 6 September 2003
- journal article
- research article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 68 (20) , 7907-7910
- https://doi.org/10.1021/jo034800e
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.This publication has 16 references indexed in Scilit:
- Kahakamides A and B, new neosidomycin metabolites from a marine-derived actinomyceteTetrahedron Letters, 2001
- Synthesis of cis‐Enediynes from 1,5‐Diynes by Rearrangement of an Allylic Double BondAngewandte Chemie International Edition in English, 1996
- Selective removal of the N-BOC protective group using silica gel at low pressureTetrahedron Letters, 1996
- A stereoselective synthesis of indole-.beta.-N-glycosides: an application to the synthesis of rebeccamycinThe Journal of Organic Chemistry, 1993
- Directed Lithiation of 1-(tert-Butoxycarbonyl)indolines. A Convenient Route to 7-Substituted IndolinesHETEROCYCLES, 1992
- [4 + 2] Cycloaddition reaction of dibenzyl azodicarboxylate and glycalsJournal of the American Chemical Society, 1989
- Development of the Colle-Salvetti correlation-energy formula into a functional of the electron densityPhysical Review B, 1988
- A new antiviral antibiotic SF-2140 produced by Actinomadura.The Journal of Antibiotics, 1984
- The Crystal and Molecular Structure of Staurosporine, a New Alkaloid from a Streptomyces StrainBulletin of the Chemical Society of Japan, 1982
- A new alkaloid AM-2282 of Streptomyces origin taxonomy, fermentation, isolation and preliminary characterization.The Journal of Antibiotics, 1977