252248-89-8Relevant articles and documents
α,β-Unsaturated N-Acylindoles: An Alternative Class of Michael Acceptors and Their Application in Asymmetric Borylation
Jiang, Quanbin,Guo, Tenglong,Gao, Runli,Wang, Quannan,Lou, Jiang,Yu, Zhengkun
, p. 7981 - 7993 (2018/06/04)
Copper(I)-catalyzed enantioselective borylation of α,β-unsaturated N-acylindoles as well as N-acylpyrroles was efficiently achieved by means of bis(pinacolato)diboron (B2pin2), affording the enantioenriched products in excellent yields with up to 99% ee. The present work provides an alternative class of Michael acceptors, that is, α,β-unsaturated N-acylindoles, for potential asymmetric transformations.
A practical preparation of highly versatile N-acylpyrroles from 2,4,4-trimethoxybutan-1-amine
Maehara, Tomoaki,Kanno, Rentaro,Yokoshima, Satoshi,Fukuyama, Tohru
supporting information; experimental part, p. 1946 - 1948 (2012/06/01)
A novel method for the preparation of N-acylpyrrole is described. The method involves condensation of carboxylic acids with 2,4,4-trimethoxybutan-1- amine, followed by acid-mediated cyclization to form the pyrrole ring. The preparative procedure is highly
Catalytic asymmetric epoxidation of α,β-unsaturated N-acylpyrroles as monodentate and activated ester equivalent acceptors
Matsunaga, Shigeki,Qin, Hongbo,Sugita, Mari,Okada, Shigemitsu,Kinoshita, Tomofumi,Yamagiwa, Noriyuki,Shibasaki, Masakatsu
, p. 6630 - 6639 (2007/10/03)
Catalytic asymmetric epoxidation of α,β-unsaturated N-acylpyrroles as monodentate and activated ester equivalent acceptors is described. A Sm(O-i-Pr)3/(R)-H8-BINOL complex promoted the epoxidation reaction to afford products in high yield (up to quant) and high enantiomeric excess (up to >99.5% ee). Reaction proceeded smoothly using cumene hydroperoxide (CMHP) with low explosive hazard, and completed within 0.2-0.5 h with 5 mol % catalyst. Catalyst loading was successfully reduced to as little as 0.02 mol %. The N-acylpyrrole properties as well as efficient synthesis of α,β-unsaturated N-acylpyrroles are also described.