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

S Cerezo, J Cortés, JM López-Romero…

Index: Cerezo, Silvia; Cortes, Jordi; Lopez-Romero, Juan-Manuel; Moreno-Manas, Marcial; Parella, Teodor; Pleixats, Roser; Roglans, Anna Tetrahedron, 1998 , vol. 54, # 49 p. 14885 - 14904

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Citation Number: 39

Abstract

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 ...