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Intramolecular Palladium‐Catalyzed Direct Arylation vs. Heck Reactions: Synthesis of Pyrroloisoquinolines and Isoindoles
Author(s) -
Lage Sergio,
MartínezEstíbalez Unai,
Sotomayor Nuria,
Lete Esther
Publication year - 2009
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200900368
Subject(s) - chemistry , heck reaction , alkene , intramolecular force , substituent , palladium , catalysis , pyrrole , medicinal chemistry , combinatorial chemistry , organic chemistry , photochemistry
The competition between CH activation and Heck reactions has been studied on 2‐alkenyl‐substituted o ‐iodobenzylpyrroles. The reaction can be switched from the alkene to the pyrrole nucleus by choosing the adequate catalytic system, regardless of the nature of the substituent on the alkene, obtaining excellent yields of pyrrolo[1,2‐ b ]isoquinolines or pyrrolo[2,1‐ a ]isoindoles.