55095-33-5Relevant articles and documents
Cationic Pd(II)/bipyridine-catalyzed addition of arylboronic acids to arylaldehydes. One-pot synthesis of unsymmetrical triarylmethanes
Lin, Shaohui,Lu, Xiyan
, p. 9757 - 9760 (2007)
(Chemical Equation Presented) Cationic Pd(II) complex-catalyzed addition of arylboronic acids to aldehydes with low catalyst loading was developed with high yields. One-pot synthesis of unsymmetrical triarylmethanes from arylboronic acids, aryl aldehydes, and electron-rich arenes was achieved in high yields.
Employing Arynes for the Generation of Aryl Anion Equivalents and Subsequent Reaction with Aldehydes
Gaykar, Rahul N.,Bhunia, Anup,Biju, Akkattu T.
, p. 11333 - 11340 (2018/07/21)
Arynes are highly reactive intermediates, which are utilized for the electrophilic arylation of various X-H bonds (X = O, N, S etc.). Herein, a new synthetic strategy is demonstrated, where arynes are converted into aryl anion equivalents by treatment with phosphines and a base. The addition of phosphines to arynes form the phosphonium salts, which in the presence of a carbonate base generates the aryl anion equivalent. Subsequent addition of the aryl anions with aldehydes afforded the secondary alcohols.
Recyclable and reusable Pd(OAc)2/P(1-Nap)3/[bmim][PF6]/H2O system for the addition of arylboronic acids to aldehydes
Zhao, Hong,Cheng, Mingzhu,Zhang, Tinli,Cai, Mingzhong
, p. 50 - 56 (2015/01/09)
A stable and efficient Pd(OAc)2/P(1-Nap)3[tri(1-naphthyl)phosphine] catalytic system for the addition of arylboronic acids to aldehydes has been developed. In the presence of Pd(OAc)2 and P(1-Nap)3, the addition reaction of arylboronic acids with aldehydes was carried out smoothly at 65 °C to give a variety of carbinol derivatives in good to excellent yields using a mixture of [bmim][PF6] and water as the solvent. The isolation of the products was readily performed by the extraction with diethyl ether, and the Pd(OAc)2/P(1-Nap)3/[bmim][PF6]/H2O system could be easily recycled and reused six times without significant loss of catalytic activity. Our system not only avoids the use of easily volatile THF or toluene as solvent but also solves the basic problem of palladium catalyst and these phosphine ligand reuse.
