Palladium(0)-catalyzed allylation of highly acidic and non-nucleophilic arenesulfonamides, sulfamide, and cyanamide.: II.: Formation of medium and large heterocycles

被引：34

作者：

Cerezo, S ^{[1
]}

Cortés, J ^{[1
]}

López-Romero, JM ^{[1
]}

Moreno-Mañas, M ^{[1
]}

Parella, T ^{[1
]}

Pleixats, R ^{[1
]}

Roglans, A ^{[1
]}

机构：

[1] Univ Autonoma Barcelona, Dept Chem, E-08193 Barcelona, Spain

来源：

TETRAHEDRON | 1998年 / 54卷 / 49期

关键词：

allylation; palladium catalysis; acidic N-nucleophiles; macrocycles;

D O I：

10.1016/S0040-4020(98)00931-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Arenesulfonamides 10, cyanamide 29, and sulfamide 32 react with allylic bis-carbonates 8 (Z and E) and 9 under Pd(0)-catalysis to afford medium and large unsaturated heterocycles instead of three and/or five-membered ring compounds. Stable 15-membered palladium-containing rings were also isolated from arenesulfonamides and 8, with three trans olefinic systems coordinated to the metal. NMR and MALDI-TOF MS experiments were used for structure elucidations. Suitable hydrogenation conditions to give the saturated macrocycles have been found. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：14885 / 14904

页数：20

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