TY - JOUR
T1 - Platinum-catalyzed tandem carboalkoxylation-claisen rearrangement of arylalkynes bearing an ortho-1,5-dihydro-3H-2,4-dioxepine group
AU - Nakamura, Itaru
AU - Bajracharya, Gan B.
AU - Yamamoto, Yoshinori
PY - 2005/2/5
Y1 - 2005/2/5
N2 - The platinum-catalyzed tandem carboalkoxylation-Claisen rearrangement reaction of arylalkynes 1 bearing an ortho-1,5-dihydro-3H-2,4-dioxepine group gave the corresponding tricyclic compounds 2 in good to allowable yields. For example, the reaction of 2-[2-(pent-1-ynyl)phenyl]-4,7-dihydro[1,3]dioxepin 1a, 2-[2-(oct-1-ynyl)phenyl]-4,7-dihydro[1,3]dioxepin 1c, and 2-[2-(phenylethynyl) phenyl]-4,7-dihydro[1,3]dioxepin 1d in the presence of 10 mol % of PtCl 2 and 40 mol % of β-pinene in acetonitrile at 100°C gave the corresponding tricyclic compounds 2a, 2c, and 2d in 69, 63, and 50% yields, respectively.
AB - The platinum-catalyzed tandem carboalkoxylation-Claisen rearrangement reaction of arylalkynes 1 bearing an ortho-1,5-dihydro-3H-2,4-dioxepine group gave the corresponding tricyclic compounds 2 in good to allowable yields. For example, the reaction of 2-[2-(pent-1-ynyl)phenyl]-4,7-dihydro[1,3]dioxepin 1a, 2-[2-(oct-1-ynyl)phenyl]-4,7-dihydro[1,3]dioxepin 1c, and 2-[2-(phenylethynyl) phenyl]-4,7-dihydro[1,3]dioxepin 1d in the presence of 10 mol % of PtCl 2 and 40 mol % of β-pinene in acetonitrile at 100°C gave the corresponding tricyclic compounds 2a, 2c, and 2d in 69, 63, and 50% yields, respectively.
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U2 - 10.1246/cl.2005.174
DO - 10.1246/cl.2005.174
M3 - Article
AN - SCOPUS:17844365826
SN - 0366-7022
VL - 34
SP - 174
EP - 175
JO - Chemistry Letters
JF - Chemistry Letters
IS - 2
ER -