Fused pyrrole derivatives R 0160 Synthesis and Reductive Reactions of 2,3-Dioxo-2,3-dihydrobenzo[b]furo[2,3-f]-, -[2,3-g]-, and -[3,2-e]indoles. -The reduction of the title compounds (IV), (IX), and (X), prepared by Sandmeyer reaction from the corresponding derivatives (III) and (VIII), is studied. The reduction with in situ prepared diborane leads to the benzo[b]furoindoles [cf. compounds (V), (XI), and (XIII)], while the use of LiAlH4 in Py as reducing agent allows to synthesize three novel hydroxybenzo[b]furoindoles [cf. derivatives (VI), (XII), and (XIV)]. -(KHOSHTARIYA, T. E.; MATNADZE, M. M.; MIRZIASHVILI, N. T.; KURKOVSKAYA, L. N.; SIKHARULIDZE, M. I.; DZHASHI, T. O.; Chem. Heterocycl.
Fused pyrrole derivatives R 0160Interconversions of Isatin-Containing Condensed Tetracyclic Systems. -Reaction of amino-substituted dibenzothiophenes (I) and (IX) with chloral hydrate and hydroxylamine followed by acid-catalyzed cyclization affords the corresponding benzothiophenoisatin derivatives (IV)/(V) and (XI)/(XII), resp., as regioisomeric mixtures. The interconversion of both regioisomers is achieved via a ring opening-acylation--cyclization sequence as demonstrated for derivatives (V) and (XII). -(KHOSHTARIA*, E. T.; KURKOVSKAYA, L. N.; BATSIKADZE, K. T.; MATNADZE, M. M.; SIKHARULIDZE, M. I.; DZHASHI, T. O.; ANANIASHVILI, V. O.; ABESADZE, I. G.; ALAPISHVILI, M. G.; Chem. Heterocycl.
A new method for the synthesis of the dioxodihydro-1H-benzo [b]furoindole heterocyclic systems from the corresponding isomeric amino acids with the amino groups at positions 2 and 3 is described. By this method it is possible not only to obtain the indicated tetracyclic systems in the form of one isomer but also to interconvert them; from the tetracyclic systems with angular structure it is possible to obtain the corresponding isomers with linear structure and vice versa. The classical Sandmeyer reaction served a model for such transformations.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.