Journal
TETRAHEDRON
Volume 72, Issue 2, Pages 264-272Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2015.11.016
Keywords
Alcohols; N-Alkylation; Amines; Aerobic alcohol oxidation; Catalyst-free-like
Categories
Funding
- ZJNSF [LR14B020002]
- NNSFC [20902070]
- 580 Overseas Talents Program of Wenzhou City
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We developed simple and practical N-alkylation reactions of amines and sulfinamides with primary and secondary alcohols by using only catalytic amounts of air as the initiator without adding any external catalysts. This method has advantages of simple conditions, easy operation, and comparatively wider scope of substrates, providing an efficient and green catalyst-free-like alcohol-based dehydrative N-alkylation method. Mechanistic studies revealed that air initiated the reactions by aerobic oxidation of the alcohols to the key initiating aldehydes or ketones in the presence of bases. (C) 2015 Elsevier Ltd. All rights reserved.
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