Cross-Coupling/Cyclization Reactions of Two Different Allenic Moieties

被引:70
作者
Alcaide, Benito [1 ]
Almendros, Pedro [2 ]
del Campo, Teresa Martinez [3 ]
机构
[1] Univ Complutense Madrid, Fac Quim, Unidad Asociada CSIC, Grp Lactamas & Heterociclos Bioact,Dept Quim Orga, E-28040 Madrid, Spain
[2] CSIC, Inst Quim Organ Gen, E-28006 Madrid, Spain
[3] Univ Oxford, Dept Chem, Chem Res Lab, Oxford OX1 3TA, England
关键词
allenes; cross-coupling; cyclization; palladium; selectivity; FUNCTIONALIZED BUTA-1,3-DIENYL DIHYDROFURANS; EFFICIENT SYNTHESIS; CYCLIZATION REACTION; 2,3-ALLENOIC ACIDS; COUPLING-CYCLIZATION; 1,2-ALLENYL KETONES; CATALYZED REACTIONS; ALPHA-ALLENOLS; DERIVATIVES;
D O I
10.1002/chem.201000550
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The allene moiety represents an excellent building block for allene cross-coupling cyclization reactions, affording heterocyclic skeletons in a single step. This strategy is of particular interest when two different allene derivatives are involved in a series of metal-catalyzed cross-coupling heterocyclization processes. This Concept article is focused on the Pd-catalyzed union of two different allenic moieties, with cyclization of at least one of them by intramolecular cyclometalation. These new, versatile, and highly effective transformations are complex multistep processes leading to potential privileged structures that could find wide applications in related medicinal chemistry.
引用
收藏
页码:5836 / 5842
页数:7
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