Palladium-Catalyzed Annulation of Acyloximes with Arynes (or Alkynes) Synthesis of Phenanthridines and Isoquinolines

被引:272
作者
Gerfaud, Thibaud [1 ]
Neuville, Luc [1 ]
Zhu, Jieping [1 ]
机构
[1] CNRS, Inst Chim Subst Nat, F-91198 Gif Sur Yvette, France
关键词
arynes; domino reactions; heterocycles; oximes; palladium; HIGHLY EFFICIENT ROUTE; O BOND-CLEAVAGE; ARYL HALIDES; AMINO-HECK; PYRROLE DERIVATIVES; OXIDATIVE AMINATION; 2+2+2 COCYCLIZATION; ORGANIC-SYNTHESIS; N-ARYLATION; CYCLIZATION;
D O I
10.1002/anie.200804683
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Intermolecular insertion: A palladium-catalyzed domino aminopalladation/C-H functionalization sequence has been developed, and provides access to functionalized phenanthridines and isoquinolines (see scheme; Tf = triflate, TMS = trimethylsilyl, M.S. = molecular sieves). The use of butyronitrile as the solvent is determinant to the success of the domino process. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:572 / 577
页数:6
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