128581-33-9Relevant academic research and scientific papers
Electrochemical Total Synthesis of Pyrrolophenanthridone Alkaloids: Controlling the Anodically Initiated Electron Transfer Process
Chiba, Kazuhiro,Okamoto, Kazuhiro
supporting information, p. 3613 - 3617 (2020/04/30)
Electrochemical intramolecular C(sp2)-H cross-coupling and dehydrogenative indole synthesis were developed. Both reactions were initiated by anodic oxidation of the same electron-rich indoline moiety, but the product selectivity was controlled
Simple synthesis of amides and weinreb amides Using PPh3 or PolymerSupported PPh3 and Iodine
Kumar, Amit,Akula, Hari Kiran,Lakshman, Mahesh K.
experimental part, p. 2709 - 2715 (2010/08/05)
The combination of PPh3/I2 has been shown to be effective for the conversion of a range of carboxylic acids into secondary, tertiary, and Weinreb amides. Simplification of the procedure was possible with the use of polymer-supported PPh3/ I2. Weinreb amides produced with the use of polymer-supported PPh3 could be filtered through a short silica gel plug and used in further transformations. Thus, the use of polymer-supported PPh3 offers potential applicability to diversityoriented reactions. Formal total syntheses of apocynin and pratosine, as well as syntheses of anhydrolychorinone and hippadine, have been achieved through the use of this amide-forming method. An attempt has been made to gain insight into this reaction.
A domino amidation route to indolines and indoles: Rapid syntheses of anhydrolycorinone, hippadine, oxoassoanine, and pratosine
Ganton, Michael D.,Kerr, Michael A.
, p. 4777 - 4779 (2007/10/03)
(Chemical Equation Presented) When subjected to palladium-catalyzed amidation conditions, 2-triflyloxy phenethyl carbonates undergo, in addition to the expected aryl cross-coupling, an additional amidation with net displacement of the carbonate. The result is a one-step synthesis of indolines which may be oxidized to indoles. The utility of the procedure is illustrated by the two- or three-step syntheses of anhydrolycorinone, hippadine, oxoassoanine, and pratosine.
Synthetic studies on pyrrolophenanthridone skeleton from 1-benzoyl-7-iododihydroindole derivatives using palladium-assisted biaryl coupling reactions
Harayama, Takashi,Toko, Hiroko,Hori, Akihiro,Miyagoe, Taeko,Sato, Tomonori,Nishioka, Hiromi,Abe, Hitoshi,Takeuchi, Yasuo
, p. 513 - 520 (2007/10/03)
The biaryl coupling reaction of 1-benzoyl-7-iododihydroindole derivatives using Pd reagent was examined. 1-[(1,3-Benzodioxol-5-yl)carbonyl]-7-iodo-2,3-dihydroindole gave 4,5-dihydro-7H-[1,3]dioxolo[4,5-k]pyrrolo[3,2,1-de] phenanthridin-7-one, which was formed by connection to a more hindered carbon, as a major product. 1-(3,4-Dimethoxybenzoyl)-7-iodo-2,3-dihydroindole gave oxoassoanine and 10,11-dimethoxy-4,5-dihydropyrrolo[3,2,1-de]-phenanthridin-7-one in an almost equal ratio.
