@article {43894, title = {Simple cobalt(II) chloride catalyzed N-alkylation of amines with alcohols}, journal = {Synthesis-Stuttgart }, volume = {49}, year = {2017}, month = {SEP}, pages = {3957-3961}, type = {Journal Article}, chapter = {3957-3961}, abstract = {

A facile cobalt-catalyzed N-alkylation of amines with alcohols using inexpensive, commercially available CoCl2 center dot 6H(2)O is reported. Employing this readily available cobalt catalyst, a variety of amines with wide functional group tolerance were selectively alkylated under benign conditions.

}, keywords = {(Hetero)Aromatic Amines, Alcohols, Amination, amines, Anilines, Aromatic-amines, Cobalt Catalysis, Dehydrogenation Borrowing Hydrogen, Efficient Catalysts, Hydrogen Autotransfer, Iridium, N-alkylation, Pincer-complex, Secondary Alcohols, Selective Alkylation}, issn = {0039-7881}, doi = {10.1055/s-0036-1589064}, author = {Midya, Siba P. and Mondal, Akash and Begum, Ayesha and Balaraman, Ekambaram} } @article {49194, title = {Dehydrogenative coupling of alcohols with internal alkynes under nickel catalysis: an access to β-deuterated branched ketones}, journal = {ACS Catalysis}, volume = {14}, year = {2024}, month = {MAY}, pages = {8294-8309}, type = {Article}, abstract = {

In synthetic organic chemistry, unconventional strategies for advanced chemical synthesis pose interesting and challenging problems. Alcohols act as alkylating agents in the C-C and C-N bond-forming reactions via the dehydrogenative borrowing hydrogen strategy in traditional transition metal catalysis; however, as an acylating agent in the C-C bond-forming reactions is challenging and rarely reported. Here, we report the dehydrogenative coupling of benzylic alcohols with internal alkynes under nickel(II) catalysis, wherein alcohol is used as an acylating agent. This reaction system affords a wide range of alpha-branched aryl ketone derivatives with zero waste generation through the umpolung borrowing hydrogen strategy. Moreover, we have demonstrated the chemodivergent applications of the alpha-disubstituted ketones to other valuable building blocks, including large-scale synthesis of beta-deuterated branched ketones. Several spectroscopic studies, intermediate identification, and density functional theory calculations were performed to elucidate the reaction mechanism.

}, keywords = {Alcohols, alpha-branched aryl ketones, dehydrogenative coupling, internal alkynes, nickel catalysis, pseudoumpolung}, issn = {2155-5435}, doi = {10.1021/acscatal.3c06091}, author = {Subaramanian, Murugan and Gouda, Chandrakant and Roy, Triptesh Kumar and Ganesan, Sivakumar and Banerjee, Subhrashis and Vanka, Kumar and Balaraman, Ekambaram} }