69380-93-4Relevant academic research and scientific papers
B-alkyl suzuki-miyaura cross-coupling reactions with air-stable potassium alkyltrifluoroborates
Molander, Gary A.,Yun, Chang-Soo,Ribagorda, Maria,Biolatto, Betina
, p. 5534 - 5539 (2003)
The palladium-catalyzed cross-coupling reaction of substituted potassium alkyltrifluoroborates with aryl halides and aryl triflates proceeds readily with moderate to good yields. The potassium alkyltrifluoroborates 1, 2, and 3a-e were easily synthesized and obtained as air-stable crystalline solids that can be stored for long periods of time. All of the cross-couplings proceed under the same reaction conditions using PdCl2(dppf)·CH2cl2 as catalyst in THF-H2O in the presence of 3 equiv of Cs2CO3 as base.
Alkali Metal Effects in Trans-Metal-Trapping (TMT): Comparing LiTMP with NaTMP in Cooperative MTMP/Ga(CH2SiMe3)3 Metalation Reactions
McLellan, Ross,Uzelac, Marina,Bole, Leonie J.,Gil-Negrete, Jose María,Armstrong, David R.,Kennedy, Alan R.,Mulvey, Robert E.,Hevia, Eva
, p. 1207 - 1215 (2019/02/26)
Stepwise metalation and trapping, so called trans-metal-trapping (TMT), of anisole is studied using LiTMP as base and Ga(CH2 SiMe3)3 as trap. The isolated 'trapped' intermediate is also assessed in C-C bond forming reactions, highlighting the inherent advantages and remaining challenges of this system. The same base trap mixture is found to metallate N-Me bonds of the diamines TMEDA and PMDETA. Comparative studies replacing LiTMP by NaTMP have found significant alkali metal effects on the extent of both base-trap cocomplexation and onward reactivities of TMT products.
Palladium-catalyzed C(sp3)-C(sp2) cross-coupling of homoleptic rare-earth metal trialkyl complexes with aryl bromides: Efficient synthesis of functionalized benzyltrimethylsilanes
Cai, Guilong,Huang, Yingda,Du, Tingting,Zhang, Shaowen,Yao, Bo,Li, Xiaofang
supporting information, p. 5425 - 5427 (2016/05/09)
The first C(sp3)-C(sp2) cross-coupling of rare-earth metal alkyl complexes with aryl bromides has been developed. This reaction was conducted at low catalyst loading (0.5 mol%) and exhibited a broad substrate scope, thus providing a facile method for the synthesis of benzyltrimethylsilanes with diverse functional groups.
AN ELECTROREDUCTIVE SYNTHESIS OF ALLYLSILANES AND BENZYLSILANES
Shono, Tatsuya,Matsumura, Yoshihiro,Katoh, Susumu,Kise, Naoki
, p. 463 - 466 (2007/10/02)
The electrochemical reduction of benzyl and allyl halides carried out in the presence of chlorotrimethylsilane afforded the corresponding benzylsilanes and allylsilanes in satisfactory yields.
