108716-18-3Relevant articles and documents
Selective Synthesis of Secondary Arylcarbamates via Efficient and Cost Effective Copper-Catalyzed Mono Arylation of Primary Carbamates with Aryl Halides and Arylboronic Acids
Sardarian, Ali Reza,DindarlooInaloo, Iman,Zangiabadi, Milad
, p. 642 - 652 (2018/01/11)
Abstract: An efficient, selective and cost-effective procedure has been developed for mono N-arylation of primary alkyl and benzyl carbamates with aryl iodides and bromides by incorporating CuI as an inexpensive and commercially available catalyst. Despite previous reports on C–N coupling reactions, this process does not need expensive ligands and takes advantage of readily available and inexpensive ethylenediamine (EDA) as the ligand. Reaction times were relatively short and related N-arylated carbamates were obtained in excellent yields. Interestingly, replacing CuI with Cu(OAc)2 allowed us to use arylboronic acids as coupling partner for this reaction. All products are well characterized by 1H- and 13C-NMR, MS, melting point, IR and CHNS techniques.
N-Arylation of Carbamates through Photosensitized Nickel Catalysis
Reddy, Leleti Rajender,Kotturi, Sharadsrikar,Waman, Yogesh,Ravinder Reddy, Vudem,Patel, Chirag,Kobarne, Ajinath,Kuttappan, Sasikumar
, p. 13854 - 13860 (2018/10/31)
A highly efficient method of visible light mediated Ni(II)-catalyzed photoredox N-arylation of Cbz-amines/Boc-amines with aryl electrophiles at room temperature is reported. The methodology provides a common access to a wide variety of N-aromatic and N-heteroaromatic carbamate products that find use in the synthesis of several biologically active molecules and provides a distinct advantage over traditional palladium-catalyzed Buchwald reaction.
Buchwald-Hartwig reactions in water using surfactants
Salomé, Christophe,Wagner, Patrick,Bollenbach, Maud,Bihel, Frédéric,Bourguignon, Jean-Jacques,Schmitt, Martine
, p. 3413 - 3421 (2014/05/06)
Examination of the scope and limitation of the Buchwald-Hartwig cross-coupling reaction in micellar medium is reported. An array of aryl or heteroaryl halides were coupled to diverse nitrogen coupling partners using a combination of [(allyl)PdCl]2 and cBRIDP to afford the corresponding products in moderate to excellent yields. 30 examples are reported, including polar solid and fairly water-soluble organic substrates/reagents.
