6844-18-4Relevant articles and documents
Nickel-Catalyzed Addition of Aryl Bromides to Aldehydes to Form Hindered Secondary Alcohols
Garcia, Kevin J.,Gilbert, Michael M.,Weix, Daniel J.
supporting information, p. 1823 - 1827 (2019/02/14)
Transition-metal-catalyzed addition of aryl halides across carbonyls remains poorly developed, especially for aliphatic aldehydes and hindered substrate combinations. We report here that simple nickel complexes of bipyridine and PyBox can catalyze the addition of aryl halides to both aromatic and aliphatic aldehydes using zinc metal as the reducing agent. This convenient approach tolerates acidic functional groups that are not compatible with Grignard reactions, yet sterically hindered substrates still couple in high yield (33 examples, 70% average yield). Mechanistic studies show that an arylnickel, and not an arylzinc, adds efficiently to cyclohexanecarboxaldehyde, but only in the presence of a Lewis acid co-catalyst (ZnBr2).
Synthetic approach towards trisubstituted methanes and a chiral tertiary α-hydroxyaldehyde, a possible intermediate for tetrasubstituted methanes
Singh, Priyanka,Dinda, Subal Kumar,Shagufta,Panda, Gautam
, p. 12100 - 12103 (2013/09/02)
A series of trisubstituted methanes containing aryl and heteroaryl rings, as well as a sulfur spacer between the central methano-carbon and benzene ring, is reported. In an approach towards asymmetric tetrasubstituted methane with high enantioselectivity,
Use of cheaper metal than Rh, CHCl3-free Pd catalyst, in 1,2-addition of aromatic aldehydes with arylboronic acids
Suzuki, Kiyoto,Arao, Takafumi,Ishii, Satoru,Maeda, Yuka,Kondo, Kazuhiro,Aoyama, Toyohiko
, p. 5789 - 5792 (2007/10/03)
Pd(OAc)2-(±)-tol-BINAP-catalyzed arylation reaction of aromatic aldehydes with arylboronic acids in the absence of CHCl3 is described.