85608-07-7Relevant academic research and scientific papers
Palladium-catalyzed sp3 C-H activation of simple alkyl groups: Direct preparation of indoline derivatives from N-alkyl-2-bromoanilines
Watanabe, Toshiaki,Oishi, Shinya,Fujii, Nobutaka,Ohno, Hiroaki
supporting information; experimental part, p. 1759 - 1762 (2009/04/12)
The sp3 C-H activation of a simple alkyl group catalyzed by palladium(O) provides a novel and convenient strategy for the synthesis of various indolines from simple precursors, such as N-alkyl-2-bromoanilines. This study demonstrates that assisting moieties In the substrate such as a pyridine or quaternary carbon are not always necessary for sp3 C-H activation.
N,N-DISUBSTITUTED LITHIUM BIS(CARBAMOYL)CUPRATE. A CONVENIENT COMPLEX FOR ONE-POT CONVERSIONS OF AMINES TO FORMAMIDES, OXAMIDES, CARBAMATES, AND OXAMIC ACIDS
Wakita, Yoshiaki,Noma, Shun-Ya,Maeda, Minoru,Kojima, Masaharu
, p. 379 - 390 (2007/10/02)
Lithium bis(carbamoyl)cuprates (2) were readily derived from secondary amines such as N-methylaniline, N-methylbenzylamine, and diethylamine, under mild carbonylation conditions (0 deg C, 1 atm of carbon monoxide), but diphenylamine and benzylphenylamine were unsuitable as the starting materials.The carbamoylcopper complexes 2 formed in ether were readily converted to the corresponding formamides, oxamides, carbamates, and oxamic acids by the appropriate treatment.The formation and stability of 2 depended much on the solvent used.The higher polarity effect of the solvent (DME, THF, and HMPA) made 2 less stable and caused concomitant evolution of carbon monoxide in further reactions.A palladium catalyst was found to be effective for cross-coupling reactions of 2 with iodobenzene or (E)-β-bromostyrene.
