219839-30-2Relevant articles and documents
Preparation of nitrogen-containing 20-membered tetraolefinic macrocycles: (E,E,E,E)-1,6,11,16-tetra(arylsulfonyl)-1,6,11,16-tetraazacycloicosa-3,8,13, 18-tetraenes
Blanco, Belén,Cerezo, Silvia,Moreno-Ma?as, Marcial,Pleixats, Roser,Spengler, Jan
, p. 9001 - 9003 (2001)
Arenesulfonamides and trans-1,4-dibromobut-2-ene are the ultimate precursors for the stepwise preparation of the 20-membered macrocycles of the title.
Palladium(0)-catalyzed allylation of highly acidic and non-nucleophilic arenesulfonamides, sulfamide, and cyanamide. II. Formation of medium and large heterocycles
Cerezo, Silvia,Cortes, Jordi,Lopez-Romero, Juan-Manuel,Moreno-Manas, Marcial,Parella, Teodor,Pleixats, Roser,Roglans, Anna
, p. 14885 - 14904 (2007/10/03)
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.