Convenient Synthesis of Heterobicycles by Domino Heck− Diels− Alder Reactions

…, AG Steinig, R Appelbe, A de Meijere

Index: Bhat, Laxminarayan; Steinig, Arno G.; Appelbe, Ruth; De Meijere, Armin European Journal of Organic Chemistry, 2001 , # 9 p. 1673 - 1680

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Citation Number: 16

Abstract

Abstract Palladium (0)-catalyzed intramolecular cross coupling of bromodialkenylamines, bromoalkenylalkenamides and bromodialkenyl ethers followed by in situ [4+ 2] cycloaddition with suitable dienophiles gave tetrahydroisoindolines (31− 73% yield), tetrahydroisoindolin- 1-ones (43− 51%) and hexahydrobenzo [c] furans (35− 55%), and hexahydro-1H-[2] pyrindines (66− 75%), respectively, each in one-pot operations.