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Ruthenium‐Catalyzed Cycloisomerization of Aromatic Homo‐ and Bis‐Homopropargylic Amines/Amides: Formation of Indoles, Dihydroisoquinolines and Dihydroquinolines
Author(s) -
VarelaFernández Alejandro,
Varela Jesús A.,
Saá Carlos
Publication year - 2011
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.201100095
Subject(s) - chemistry , cycloisomerization , catalysis , ruthenium , regioselectivity , amine gas treating , organic chemistry , ammonium , medicinal chemistry , combinatorial chemistry
Ruthenium‐catalyzed cycloisomerizations of aromatic homo‐ and bis‐homopropargylic amines/amides efficiently afford indoles, dihydroisoquinolines and dihydroquinolines. These processes were regioselective (5‐ and 6‐ endo cyclizations) on using key Ru vinylidene intermediates. The presence of an amine/ammonium base‐acid pair increased the rate of cyclization and facilitated the catalytic turnover.