Iron-Catalyzed Borrowing Hydrogen C-Alkylation of Oxindoles with Alcohols

被引:62
作者
Dambatta, Mubarak B. [1 ]
Polidano, Kurt [1 ]
Northey, Alexander D. [1 ]
Williams, Jonathan M. J. [2 ]
Morrill, Louis C. [1 ]
机构
[1] Cardiff Univ, Sch Chem, Cardiff Catalysis Inst, Main Bldg,Pk Pl, Cardiff CF10 3AT, S Glam, Wales
[2] Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England
基金
英国工程与自然科学研究理事会;
关键词
alcohols; alkylation; borrowing hydrogen; iron catalysis; oxindoles; ONE-POT SYNTHESIS; N BOND FORMATION; ALPHA-ALKYLATION; ENANTIOSELECTIVE FUNCTIONALIZATION; TRICARBONYL COMPLEXES; ORGANIC-SYNTHESIS; NATURAL-PRODUCTS; RUTHENIUM; AMINES; KETONES;
D O I
10.1002/cssc.201900799
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A general and efficient iron-catalyzed C-alkylation of oxindoles has been developed. This borrowing hydrogen approach employing a (cyclopentadienone)iron carbonyl complex (2 mol %) exhibited a broad reaction scope, allowing benzylic and simple primary and secondary aliphatic alcohols to be employed as alkylating agents. A variety of oxindoles underwent selective mono-C3-alkylation in good-to-excellent isolated yields (28 examples, 50-92 % yield, 79 % average yield).
引用
收藏
页码:2345 / 2349
页数:5
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