TY - JOUR
T1 - Iridium-Catalyzed Intramolecular Methoxy C−H Addition to Carbon–Carbon Triple Bonds
T2 - Direct Synthesis of 3-Substituted Benzofurans from o-Methoxyphenylalkynes
AU - Torigoe, Takeru
AU - Ohmura, Toshimichi
AU - Suginome, Michinori
N1 - Funding Information:
This work was partially supported by a Grants-in-Aid for Scientific Research (B) No. 26288048(T.O.) and JSPS Fellows No. 26⋅5249 (T.T.).
Publisher Copyright:
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
PY - 2016/7/18
Y1 - 2016/7/18
N2 - Catalytic hydroalkylation of an alkyne with methyl ether was accomplished. Intramolecular addition of the C−H bond of a methoxy group in 1-methoxy-2-(arylethynyl)benzenes across a carbon–carbon triple bond took place efficiently either in toluene at 110 °C or in p-xylene at 135 °C in the presence of an iridium catalyst. The initial 5-exo cyclization products underwent double-bond migration during the reaction to give 3-(arylmethyl)benzofurans in high yields.
AB - Catalytic hydroalkylation of an alkyne with methyl ether was accomplished. Intramolecular addition of the C−H bond of a methoxy group in 1-methoxy-2-(arylethynyl)benzenes across a carbon–carbon triple bond took place efficiently either in toluene at 110 °C or in p-xylene at 135 °C in the presence of an iridium catalyst. The initial 5-exo cyclization products underwent double-bond migration during the reaction to give 3-(arylmethyl)benzofurans in high yields.
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U2 - 10.1002/chem.201602152
DO - 10.1002/chem.201602152
M3 - Article
AN - SCOPUS:84978427920
SN - 0947-6539
VL - 22
SP - 10415
EP - 10419
JO - Chemistry - A European Journal
JF - Chemistry - A European Journal
IS - 30
ER -