65610-75-5Relevant academic research and scientific papers
Palladium-Catalyzed Cascade Approach to 12-(Aryl)indolo[1,2- c ]quinazolin-6(5 H)-ones
Arcadi, Antonio,Cacchi, Sandro,Fabrizi, Giancarlo,Ghirga, Francesca,Goggiamani, Antonella,Iazzetti, Antonia,Marinelli, Fabio
, p. 1133 - 1140 (2018/01/11)
A straightforward one-pot approach to the synthesis of challenging 12-arylindolo[1,2- c ]quinazolin-6(5 H)-ones is described. Starting from readily available o -(o -aminophenylethynyl)trifluoroacetanilides, palladium-catalyzed aminoarylation of the triple bond with ArI, ArBr, and ArN 2+ BF 4- is followed by cyclization of the resulting N -trifluoroacetyl-2-(o -aminophenyl)-3-aryl indole. This sequential reaction provides the title compounds by means of a rare elimination of trifluoromethane.
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.
A novel total synthesis of isocryptolepine based on a microwave-assisted tandem Curtius rearrangement and aza-electrocyclic reaction
Hayashi, Kaori,Choshi, Tominari,Chikaraishi, Kyoko,Oda, Aimi,Yoshinaga, Rikako,Hatae, Noriyuki,Ishikura, Minoru,Hibino, Satoshi
, p. 4274 - 4279 (2012/07/16)
A new entry to the total synthesis of isocryptolepine (cryptosanguinolentine), isolated from Cryptolepis sanguinolenta, was achieved by constructing a tetracyclic ring system through a microwave-assisted tandem Curtius rearrangement and electrocyclic reac
Selenium-catalyzed reductive cyclization and carbocyclization of 2,2′-dinitrostilbenes with carbon monoxide: One-shot synthesis of indolo[1,2-c]quinazolinones
Umeda, Rui,Morishita, Shigeru,Nishiyama, Yutaka
experimental part, p. 571 - 575 (2012/02/15)
When 2,2′-dinitrostilbene derivatives were allowed to react with carbon monoxide in the presence of a catalytic amount of selenium, reductive cyclization and carbocyclization proceeded to give indolo[1,2-c]quinazolin-6(5H) -ones, containing both indole an
