124623-15-0Relevant articles and documents
Design of new reaction conditions for the Sugasawa reaction based on mechanistic insights
Prasad, Kapa,Lee, George T.,Chaudhary, Apurva,Girgis, Michael J.,Streemke, James W.,Repic, Oljan
, p. 723 - 732 (2003)
A process to prepare 2-propionyl-4-bromoaniline by ortho acylation of 4-bromoaniline under Sugasawa conditions was developed. Upon scale-up in a pilot plant, the process gave lower yields than in the laboratory in four out of five plant runs. Analysis of
Catalyst-free geminal aminofluorination of ortho-sulfonamide-tethered alkylidenecyclopropanes via a Wagner-Meerwein rearrangement
Fan, Xing,Wang, Qiang,Wei, Yin,Shi, Min
supporting information, p. 10503 - 10506 (2018/09/21)
A catalyst-free intramolecular geminal aminofluorination of ortho-sulfonamide-tethered alkylidenecyclopropanes has been developed. The reaction proceeded through two SET processes with Selectfluor to give a fluorinated cyclopropylcarbinyl cation and a further Wagner-Meerwein rearrangement to generate a cyclobutyl carbocation, which undergoes intramolecular nucleophilic capture by amide to forge fluorinated cyclobuta[b]indoline derivatives. A polycyclic multi-fluorinated byproduct was also formed through a Ritter-type reaction in some cases.
1,5-Dihydro-benzo[e][1,4]oxazepin-2(1H)-ones containing a 7-(5′-cyanopyrrol-2-yl) group as nonsteroidal progesterone receptor modulators
Kern, Jeffrey C.,Terefenko, Eugene A.,Fensome, Andrew,Unwalla, Ray,Wrobel, Jay,Cohen, Jeffrey,Zhu, Yuan,Berrodin, Thomas J.,Yudt, Matthew R.,Winneker, Richard C.,Zhang, Zhiming,Zhang, Puwen
scheme or table, p. 5015 - 5017 (2009/05/30)
A series of novel 7-(5′-cyanopyrrol-2-yl) substituted benzo[1,4]oxazepin-2-ones were prepared and tested for their progesterone receptor (PR) agonist or antagonist activity in the alkaline phosphatase assay using the human T47D breast carcinoma cell line.