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A One‐Pot, Three‐Component Approach to Functionalised Tetrahydroisoquinolines Using Domino Heck–aza‐Michael Reactions
Author(s) -
Priebbenow Daniel L.,
Pfeffer Frederick M.,
Stewart Scott G.
Publication year - 2011
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201001621
Subject(s) - domino , chemistry , heck reaction , michael reaction , acetamide , cascade reaction , organic chemistry , combinatorial chemistry , component (thermodynamics) , acrylamide , intermolecular force , catalysis , palladium , molecule , physics , thermodynamics , polymer , copolymer
A one‐pot, three‐component method incorporating a domino Heck–aza‐Michael reaction has been developed for the rapid synthesis of functionalised tetrahydroisoquinolines. Following the in situ generation of an acrylamide, a domino process involving intermolecular Heck reaction and subsequentintramolecular aza‐Michael addition affords tetrahydroisoquinolines bearing C1‐acetamide functionality.