34944-30-4Relevant academic research and scientific papers
Double Palladium Catalyzed Reductive Cyclizations. Synthesis of 2,2′-, 2,3′-, and 3,3′-Bi-1H-indoles, Indolo[3,2-b]indoles, and Indolo[2,3-b]indoles
Ansari, Nurul H.,Dacko, Christopher A.,Akhmedov, Novruz G.,S?derberg, Bj?rn C. G.
, p. 9337 - 9349 (2016/10/14)
A palladium catalyzed, carbon monoxide mediated, double reductive cyclization of 1,4-, 1,3-, and 2,3-bis(2-nitroaryl)-1,3-butadienes to afford 2,2′-, 2,3′-, and 3,3′-biindoles, respectively, was developed. In contrast, reductive cyclizations of 1,2-bis(2-nitroaryl)ethenes were nonselective, affording mixtures of monocyclized indoles, indolo[3,2-b]indole, indolo[1,2-c]quinazolin-6(5H)-ones, and 5,11-dihydro-6H-indolo[3,2-c]quinolin-6-ones. Nonselective product formation was also observed from reductive cyclization of 1,1-bis(2-nitroaryl)ethenes, producing indolo[2,3-b]indoles and indolo[2,3-c]quinolin-6-ones. Carbon monoxide insertion to give the carbonyl containing products was the major or sole reaction path starting from 1,1- or 1,2-bis(2-nitroaryl)ethenes.
Synthesis of 2,2'-biindole: Formal synthesis of arcyriaflavin-A and staurosporinone (K-252c)
Parvatkar,Kadam,Parameswaran,Tilve
experimental part, p. 2213 - 2215 (2012/09/22)
A convenient four-stage synthesis of 2,2'-biindole, the immediate precursor of arcyriaflavin A and staurosporinone via double Wittigdouble reductive cyclization reactions is described.
