7075-68-5Relevant academic research and scientific papers
Intramolecular cyclization of ortho-alkynylanilines by Rh(I)-catalyzed hydroamination to yield benzo(dipyrroles)
Clentsmith, Guy K.B.,Field, Leslie D.,Messerle, Barbara A.,Shasha, Adelle,Turner, Peter
supporting information; experimental part, p. 1469 - 1471 (2009/06/08)
The methylene-bridged Rh(I) dicarbonyl complex, [Rh(bim) (CO)2+ BPh4-] (1) (bim = bis(N-methylimidazol-2-yl)methane), is an effective catalyst for the intramolecular hydroamination of selected ortho-alkynylanilines to give a range of benzo(dipyrroles).
Regioselectivity in electrophilic substitution of 5-aminoindoles and 5-aminoindolines: Synthesis of pyrrolo[3,2-e]indoles and isomeric pyrrolo[2,3-f]indoles
Prasad,Burchat,Weeratunga,Watts,Dmitrienko
, p. 5035 - 5038 (2007/10/02)
An FMO Theory prediction that 5-aminoindoles, 5, should react with electrophiles preferentially at C4 rather than at C6 whereas N1-acyl-5-aminoindolones, 6, should react preferentially at C6 rather than C4 is borne out experimentally by the synthesis of a pyrrolo[3,2-e]indole from 5 and pyrrolo[2,3-f]indoles from 6.
Expeditious Synthesis of Dihydrobenzo--, , and -dipyrroles
Berlin, A.,Bradamante, S.,Ferraccioli, R.,Pagani, G. A.,Sannicolo, F.
, p. 1176 - 1177 (2007/10/02)
A simple, high-yield, two-step synthesis of the title compounds (1)-(3) is described, based on the catalytic reduction of the bis-enamines (4)-(6), in turn obtained by condensation of dimethylformamide diethyl acetal with the appropriate dinitro-xylene.
PYRROLOINDOLES. 6. NEW SYNTHESIS OF 1H,5H-PYRROLOINDOLE AND 3H,6H-PYRROLOINDOLE
Samsoniya, Sh. A.,Kadzhrishvili, D. O.,Gordeev, E. N.,Zhigachev, V. E.,Kurkovskaya, L. N.,Suvorov, N. N.
, p. 382 - 385 (2007/10/02)
Ethyl pyruvate 1-acetyl-5-indolinylhydrazone was obtained by diazotization of 1-acetyl-5-aminoindoline with subsequent reduction of the diazonium salt and condensation of the hydrazine with ethyl pyruvate.A mixture of hydrogenated derivatives of linear and angular pyrroloindoles is formed as a result of cyclization of the hydrazone in polyphosphoric acid esters.Subsequent hydrolysis, decarboxylation, and dehydrogenation lead to 1H,5H-pyrroloindole and 3H,6H-pyrroloindole.
