17377-97-8Relevant articles and documents
PAd2-DalPhos Enables the Nickel-Catalyzed C?N Cross-Coupling of Primary Heteroarylamines and (Hetero)aryl Chlorides
Clark, Jillian S. K.,Ferguson, Michael J.,McDonald, Robert,Stradiotto, Mark
, p. 6391 - 6395 (2019)
Base-metal catalysts capable of enabling the assembly of heteroatom-dense molecules by cross-coupling of primary heteroarylamines and (hetero)aryl chlorides, while sought-after given the ubiquity of unsymmetrical di(hetero)arylamino fragments in pharmacophores, are unknown. Herein, we disclose the new “double cage” bisphosphine PAd2-DalPhos (L2). The derived air-stable NiII pre-catalyst C2 functions well at low loadings in challenging test C?N cross-couplings with established substrates, and facilitates the first Ni-catalyzed C?N cross-couplings of primary five- or six-membered ring heteroarylamines and activated (hetero)aryl chlorides, with synthetically useful scope that is competitive with Pd catalysis.
Direct Reductive Amination of Aldehydes Using Hantzsch Ester Promoted by N,N′-Diphenyl-S-Benzylisothiouronium Iodide as an Organocatalyst
Kang, Sungmin,Lee, Minhee,Kim, Taek Hyeon
, p. 1043 - 1045 (2019/10/28)
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Improving C=N bond reductions with (Cyclopentadienone)iron complexes: Scope and limitations
Cettolin, Mattia,Bai, Xishan,Lübken, Dennis,Gatti, Marco,Facchini, Sofia Vailati,Piarulli, Umberto,Pignataro, Luca,Gennari, Cesare
, p. 647 - 654 (2018/10/24)
Herein, we broaden the application scope of (cyclo-pentadienone)iron complexes 1 in C=N bond reduction. The catalytic scope of pre-catalyst 1b, which is more active than the “Kn?lker complex” (1a) and other members of its family, has been expanded to the catalytic transfer hydrogenation (CTH) of a wider range of aldimines and ketimines, either pre-isolated or generated in situ. The kinetics of 1b-promoted CTH of ketimine S1 were assessed, showing a pseudo-first order profile, with TOF = 6.07 h–1 at 50 % conversion. Moreover, the chiral complex 1c and its analog 1d were employed in the enantioselective reduction of ketimines and reductive amination of ketones, giving fair to good yields and moderate enantioselectivity.