A Dramatic Effect of Lewis-Acid Catalysts on Nickel-Catalyzed Carbocyanation of Alkynes
摘要:
Lewis-acid catalysts such as AlMe3, AlMe2Cl, and BPh3 significantly improve the efficiency of the nickel-catalyzed arylcyanation of alkynes. Electron-rich aryl cyanides, which exhibit poor reactivity in the absence of Lewis acids, readily undergo the arylcyanation reaction under the newly disclosed conditions. Excellent chemoselectivity is observed for aryl cyanides having a chloro and bromo group, allowing a single-step preparation of the synthetic intermediate of P-3622, a squalene synthetase inhibitor. Moreover, the first examples of alkenyl- and alkylcyanation of alkynes have been achieved by the nickel-Lewis acid dual catalyst.
An Improved Synthesis of Functionalized Biphenyl-Based Phosphine Ligands
作者:Hiroshi Tomori、Joseph M. Fox、Stephen L. Buchwald
DOI:10.1021/jo000691h
日期:2000.8.1
Functionalized dicyclohexyl- and di-tert-butylphosphinobiphenyl ligands are prepared by the reaction of arylmagnesium halides with benzyne, followed by the addition of a chlorodialkylphosphine. This one-pot procedure is considerably less expensive and time-consuming than the method used previously to prepare such ligands. The cost of introducing the dicyclohexylphosphine group can be decreased by preparing
FORMATION OF CHROMANES BASED ON INTERMOLECULAR REACTION OF ALKYNES WITH DIMETHYLFURAN IN THE PRESENCE OF GOLD(I) COMPLEXES
申请人:DSM IP Assets B.V.
公开号:EP3233776B1
公开(公告)日:2019-10-23
INTERMOLECULAR REACTION OF PROPARGYL ETHERS WITH DIMETHYLFURAN IN THE PRESENCE OF GOLD(I) COMPLEXES
申请人:DSM IP Assets B.V.
公开号:EP3394020B1
公开(公告)日:2021-01-27
[EN] FORMATION OF P-ALKYLPHENOLS BASED ON INTERMOLECULAR REACTION OF ETHYNE WITH 2-ALKYLFURANS IN THE PRESENCE OF GOLD(I) COMPLEXES<br/>[FR] FORMATION DE P-ALKYLPHÉNOLS SUR LA BASE D'UNE RÉACTION INTERMOLÉCULAIRE D'ÉTHYNE AVEC DES 2-ALKYLFURANES EN PRÉSENCE DE COMPLEXES D'OR (I)
申请人:[en]DSM IP ASSETS B.V.
公开号:WO2022096701A1
公开(公告)日:2022-05-12
The present invention relates to the synthesis of p-alkylphenols and of 2,6-dimethyl-4-alkyl phenol from 2-alkylfurans with acetylene in the presence of a gold(I) complex as well as to 2,3,6 trimethylhydroquinone.