70971-70-9Relevant articles and documents
Suzuki-Miyaura Cross-Coupling of N-Acylpyrroles and Pyrazoles: Planar, Electronically Activated Amides in Catalytic N-C Cleavage
Meng, Guangrong,Szostak, Roman,Szostak, Michal
supporting information, p. 3596 - 3599 (2017/07/15)
The formation of C-C bonds from amides by catalytic activation of the amide bond has been thus far possible by steric distortion. Herein, we report the first example of a general Pd-catalyzed Suzuki-Miyaura cross-coupling of planar amides enabled by the combination of (i) electronic-activation of the amide nitrogen in N-acylpyrroles and pyrazoles and (ii) the use of a versatile Pd-NHC catalysis platform. The origin and selectivity of forming acylmetals, including the role of twist, are discussed.
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
Unique chemoselective Clauson-Kass reaction of substituted aniline catalyzed by MgI2 etherate
Zhang, Xingxian,Shi, Junchen
experimental part, p. 898 - 903 (2011/03/19)
Clauson-Kass reaction of various substituted aniline, primary aryl amide, and sufonyl amide with 2,5-dimethoxytetrahydrofuran was realized in the presence of 10 mol % of MgI2 etherate in a mild, efficient, and highly chemoselective manner. Iodide counterion and solvents (i.e., MeCN) played the critical roles for the unique reactivity of this catalytic system.