Chemo-, Regio-, and Enantioselective Rhodium-Catalyzed Allylation of Pyridazinones with Terminal Allenes

被引:28
作者
Parveen, Shaista [1 ,2 ]
Li, Changkun [1 ]
Hassan, Abbas [1 ,2 ]
Breit, Bernhard [1 ]
机构
[1] Albert Ludwigs Univ Freiburg, Inst Organ Chem, Albertstr 21, D-79104 Freiburg, Germany
[2] Quaid I Azam Univ, Dept Chem, Islamabad 45320, Pakistan
关键词
MET KINASE INHIBITORS; HOMOGENEOUS CATALYSIS; BIOLOGICAL EVALUATION; ALLYLIC ALKYLATIONS; DERIVATIVES; AMINATION; DISCOVERY; ALKENES; DIASTEREOSELECTIVITY; HYDROFORMYLATION;
D O I
10.1021/acs.orglett.7b00718
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The rhodium-catalyzed addition of pyridazinones to terminal allenes furnished the corresponding, branched N-2-allylated products in good yields with high regio- and enantioselectivities. A broad functional group compatibility was observed, and assorted synthetic transformations of the N-allylpyridazinones led to the preparation of a small library of N-2-functionalized pyridazinones. Labeling experiments with deuterated substrates provided insights into the underlying reaction mechanism.
引用
收藏
页码:2326 / 2329
页数:4
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