Journal
TETRAHEDRON LETTERS
Volume 61, Issue 51, Pages -Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2020.152604
Keywords
N-alkylation; Amines; Imines; Iminopyridyl nickel; Borrowing hydrogen; Dehydrogenative condensation
Categories
Funding
- National Natural Science Foundations of China [21773210, 21972125, 21776260]
- Fundamental Research Funds for the Provincial Universities of Zhejiang [RF-B2019005]
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The efficient Ni-catalyzed N-alkylation of various anilines with alcohols via borrowing hydrogen is reported using a bidentate geometry-constrained iminopyridyl nickel complex as the catalyst. Substituted benzylic alcohols and short/long chain aliphatic alcohols could be applied as the alkylation sources to couple with aromatic and heteroaromatic amines to give a diverse set of N-alkylation outcomes in moderate to excellent yields. The nickel catalytic system was also suitable for aliphatic amines, selectively delivering the corresponding imines via an acceptorless dehydrogenative condensation strategy. (C) 2020 Elsevier Ltd. All rights reserved.
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