Synthesis of [N,P] ligands based on pyrrole. Application to the total synthesis of arnottin I

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• 作者：Jes煤s V. Su谩rez-Meneses ; Edgar Bonilla-Reyes ; Ever A. Bl茅-Gonz谩lez ; M. Carmen Ortega-Alfaro ; Rub茅n Alfredo Toscano ; Alej ; ro Cordero-Vargas ; Jos茅 G. L贸pez-Cort茅s
• 关键词：[N ; P] ligands ; Pd coupling ; Total synthesis ; Arnottin I
• 刊名：Tetrahedron
• 出版年：18 February, 2014
• 年：2014
• 卷：70
• 期：7
• 页码：1422-1430
• 全文大小：808 K

文摘

This paper describes the synthesis of a new class of [N,P] ligands based on pyrrole with a dimethylamino group as hard donor and a phosphine moiety as soft base. We have also modified the phosphine fragment to change the electronic and steric properties of these ligands. Palladium complex g class="boldFont">3ag> proved to be very efficient in Heck cross-coupling reactions and in intramolecular aryl-aryl couplings of esters and amides. We have demonstrated the applicability and efficiency of this novel catalyst in the total synthesis of the natural product arnottin I.