1393444-74-0Relevant articles and documents
Chirality n-heterocyclic carbine precursor compound with benzoglioxaline frameworks and preparation method and application thereof
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Paragraph 0166; 0169; 0170; 0171; 0173, (2018/09/14)
The invention discloses chirality n-heterocyclic carbine precursor compound with benzoglioxaline frameworks and a preparation method and application thereof. Five steps of reaction can simply and effectively compound a series of chirality benzoglioxaline
New C2-symmetric six-membered carbene ligands incorporating two hydroxyl groups for palladium-catalyzed deprotonative-cross-coupling processes (DCCP) of sp3 C–H bonds in diarylmethanes
Zhou, Bi-Hui,Wu, Chen,Chen, Xing-Xiu,Huang, Hong-Xia,Li, Lin-Lin,Fan, Li-Mei,Li, Jie
supporting information, p. 4157 - 4161 (2017/10/13)
A series of novel 3,4,5,6-tetrahydropyrimidinium salts, the precursor of N-heterocyclic carbene, were synthesized in high yields using a two-step procedure starting from commercially available amino alcohols. In situ prepared corresponding carbenes were tested in palladium-catalyzed C(sp3)?H arylation of 4-benzylpyridine with aryl bromides, affording triarylmethane derivatives in high yields.
NiXantphos: A deprotonatable ligand for room-temperature palladium-catalyzed cross-couplings of aryl chlorides
Zhang, Jiadi,Bellomo, Ana,Trongsiriwat, Nisalak,Jia, Tiezheng,Carroll, Patrick J.,Dreher, Spencer D.,Tudge, Matthew T.,Yin, Haolin,Robinson, Jerome R.,Schelter, Eric J.,Walsh, Patrick J.
supporting information, p. 6276 - 6287 (2014/05/20)
Although the past 15 years have witnessed the development of sterically bulky and electron-rich alkylphosphine ligands for palladium-catalyzed cross-couplings with aryl chlorides, examples of palladium catalysts based on either triarylphosphine or bidentate phosphine ligands for efficient room temperature cross-coupling reactions with unactivated aryl chlorides are rare. Herein we report a palladium catalyst based on NiXantphos, a deprotonatable chelating aryldiphosphine ligand, to oxidatively add unactivated aryl chlorides at room temperature. Surprisingly, comparison of an extensive array of ligands revealed that under the basic reaction conditions the resultant heterobimetallic Pd-NiXantphos catalyst system outperformed all the other mono- and bidentate ligands in a deprotonative cross-coupling process (DCCP) with aryl chlorides. The DCCP with aryl chlorides affords a variety of triarylmethane products, a class of compounds with various applications and interesting biological activity. Additionally, the DCCP exhibits remarkable chemoselectivity in the presence of aryl chloride substrates bearing heteroaryl groups and sensitive functional groups that are known to undergo 1,2-addition, aldol reaction, and O-, N-, enolate-α-, and C(sp2)-H arylations. The advantages and importance of the Pd-NiXantphos catalyst system outlined herein make it a valuable contribution for applications in Pd-catalyzed arylation reactions with aryl chlorides.
