The Journal of Organic Chemistry

Palladium-catalyzed reactions in the synthesis of 3-and 4-substituted indoles. Approaches to ergot alkaloids

PJ Harrington, LS Hegedus

文献索引：Harrington, Peter J.; Hegedus, Louis S. Journal of Organic Chemistry, 1984 , vol. 49, # 14 p. 2658 - 2662

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被引用次数: 160

摘要

An efficient synthesis of 4-bromc-l-tceyliqdole (10) based on the Pd (II)-catalyzd cyclization of an o-ethcinylaniline p-toluenesulfonamide has been developed. A Pd (0) oxidative addition-olefin insertion-@-hydride elimination cycle converted 10 to a number of Csubstituted 1-tceylindolea. Selective electrophilic substitutions at the 3-position of 10 provided access to the 3-(chloromercurio)-(18) and 3-iodo-l-tceylindoles (22). ...