A rhodium(I)-catalyzed demethylation-cyclization of o-anisole-substituted ynamides in the synthesis of chiral 2-amido benzofurans.
A Rh(I)-catalyzed demethylation-cyclization sequence for a direct transformation of o-anisole-substituted ynamides to benzofurans is described here. The Ag salt functions synergistically with Rh(I) for the key demethylation step.
Oppenheimer
Jossian
J
Division of Pharmaceutical Sciencies and Department of Chemistry, University of Wisconsin-Madison, Rennebohm Hall, 777 Highland Avenue, Madison, Wisconsin 53705-2222, USA.
Johnson
Whitney L
WL
Tracey
Michael R
MR
Hsung
Richard P
RP
Yao
Pei-Yuan
PY
Liu
Renhe
R
Zhao
Kang
K
D000480:Alkynes / Q000737:chemistry*; D000577:Amides / Q000737:chemistry*; D000840:Anisoles / Q000737:chemistry*; D001572:Benzofurans / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D018360:Crystallography, X-Ray; D003500:Cyclization; D008745:Methylation; D008958:Models, Molecular; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism
D000480:Alkynes; D000577:Amides; D000840:Anisoles; D001572:Benzofurans; D009942:Organometallic Compounds; C060998:anisole; D012238:Rhodium