TY - JOUR
T1 - Synthesis of 2,3-dihydro-1H-inden-1-one derivatives via Ni-catalyzed intramolecular hydroacylation
AU - Yang, Fan
AU - Jin, Tienan
AU - Yamamoto, Yoshinori
N1 - Funding Information:
This work was supported by World Premier International Research Center Initiative (WPI), MEXT , Japan.
PY - 2012/7/1
Y1 - 2012/7/1
N2 - An efficient synthetic method for the formation of 2,3-dihydro-1H-inden-1- one derivatives through a Ni-catalyzed intramolecular hydroacylation of 2-(prop-2-ynyl)benzaldehydes has been developed. Examination of various nickel and other transition metal catalysts and phosphine ligands showed that the use of Ni(COD) 2 catalyst combined with P(i-Pr) 3 ligand was the best choice to the success of the present intramolecular hydroacylation. A wide range of functional groups were tolerated, affording the corresponding substituted α-lidene-2,3-dihydro-1H-inden-1-ones in good to high yields with a sole E-selectivity under present reaction conditions.
AB - An efficient synthetic method for the formation of 2,3-dihydro-1H-inden-1- one derivatives through a Ni-catalyzed intramolecular hydroacylation of 2-(prop-2-ynyl)benzaldehydes has been developed. Examination of various nickel and other transition metal catalysts and phosphine ligands showed that the use of Ni(COD) 2 catalyst combined with P(i-Pr) 3 ligand was the best choice to the success of the present intramolecular hydroacylation. A wide range of functional groups were tolerated, affording the corresponding substituted α-lidene-2,3-dihydro-1H-inden-1-ones in good to high yields with a sole E-selectivity under present reaction conditions.
KW - 2,3-Dihydro-1H-inden-1-ones
KW - 2-(Prop-2-ynyl) benzaldehydes
KW - Intramolecular hydroacylation
KW - Nickel catalysts
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U2 - 10.1016/j.tet.2012.03.053
DO - 10.1016/j.tet.2012.03.053
M3 - Article
AN - SCOPUS:84861703788
SN - 0040-4020
VL - 68
SP - 5223
EP - 5228
JO - Tetrahedron
JF - Tetrahedron
IS - 26
ER -