66152-74-7Relevant articles and documents
Practical Ni-Catalyzed Cross-Coupling of Unsaturated Zinc Pivalates with Unsaturated Nonaflates and Triflates
Hofmayer, Maximilian S.,Lutter, Ferdinand H.,Grokenberger, Lucie,Hammann, Jeffrey M.,Knochel, Paul
supporting information, p. 36 - 39 (2019/01/04)
A practical nickel-catalyzed cross-coupling of (hetero)aryl or alkynylzinc pivalates with various unsaturated nonaflates or triflates is described. Organozinc pivalates allow these cross-couplings to take place with high yields and a low catalyst loading (0.5 mol %). Couplings with (E)- and (Z)-alkenyl triflates proceed with retention of configuration.
Nickel catalyzed decarboxylative alkylation of aryl triflates with anhydrides
Chen, Hui,Liao, Xuebin
supporting information, p. 4186 - 4191 (2019/06/18)
Aliphatic acid anhydrides are the versatile building blocks and the new method for the conversion of anhydrides is thus of great significance. Herein, we report the decarboxylative alkylation of aryl triflates with aliphatic acid anhydrides via nickel catalysis. This novel method provides a facile access to construct Csp2-Csp3 bond. In addition, this method is compatible with a broad array of functional groups and exhibits good substrates scope.
ortho-Difunctionalization of arynes by LiZnEt2(TMP)-mediated deprotonative zincation/elimination of aryl triflates
Cho, Seoyoung,Wang, Qiu
supporting information, p. 3325 - 3328 (2018/04/02)
Generation of arynes from aryl triflates has been achieved using lithium diethyl(tetramethylpiperidyl)-zincate base LiZnEt2(TMP), via a directed ortho-deprotonative zincation and subsequent elimination of the triflate group. The aryne formation
Pd-Catalyzed Difluoromethylthiolation of Aryl Chlorides, Bromides and Triflates
Wu, Jiang,Lu, Changhui,Lu, Long,Shen, Qilong
supporting information, p. 1031 - 1034 (2018/09/25)
A highly efficient Pd-catalyzed difluoromethylthiolation of aryl chlorides, bromides and triflates is described. A variety of aryl halides with common functional groups were difluoromethylthiolated in moderate to excellent yields. Furthermore, several nat
Pd-catalyzed synthesis of aryl and heteroaryl triflones from reactions of sodium triflinate with aryl (heteroaryl) triflates
Smyth, Lynette A.,Phillips, Eric M.,Chan, Vincent S.,Napolitano, José G.,Henry, Rodger,Shekhar, Shashank
, p. 1285 - 1294 (2016/02/19)
A novel method for Pd-catalyzed triflination of aryl and heteroaryl triflates using NaSO2CF3 as the nucleophile is described. The combination of Pd2(dba)3 and RockPhos formed the most effective catalyst. A broad range of functional groups and heteroaromatic compounds were tolerated under the neutral reaction conditions. The order of reactivity ArOTf ≥ ArCl ≥ ArBr is consistent with transmetalation being a slow step of the reaction.
Zinc trimethylsilylamide as a mild ammonia equivalent and base for the amination of aryl halides and triflates
Lee, Dae-Yon,Hartwig, John F.
, p. 1169 - 1172 (2007/10/03)
(Chemical Equation Presented) We report that Zn[N(SiMe3) 2]2 is a mild ammonia equivalent and base for the palladium-catalyzed amination of aryl halides and triflates. In contrast to LiN(SiMe3)2, the combination of Zn[N(SiMe 3)2]2 and LiCl coupled with aryl halides and triflates containing base-sensitive functionality in high yields. In addition, aryl bromides coupled with aryl and alkylamines with the combination of Zn[N(SiMe3)2]2 and LiCl as base. These aminations occurred without racemization of the enolizable stereocenter of an optically active ester.
Practical Synthesis of Aryl Triflates under Aqueous Conditions
Frantz, Doug E.,Weaver, Damian G.,Carey, James P.,Kress, Michael H.,Dolling, Ulf H.
, p. 4717 - 4718 (2007/10/03)
A practical and efficient synthesis of aryl triflates under biphasic basic aqueous conditions is described. The current methodology provides entry into these valuable substrates that omits the use of amine bases and allows facile isolation by s