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note
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1H NMR. The chemical shift of the aromatic proton H4 serves as a reliable diagnostic for the configurational assignment; see the Supporting Information.
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See the Supporting Information
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See the Supporting Information.
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note
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A few examples of such reactions have been previously reported, with 3-(chlorometh.ylene)oxindoles bearing an acyl group on the nitrogen, by heating with an amine. Enol ethers derived from 3-acyloxindoles have been more extensively used as substrates.
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-
-
-
63
-
-
70350186553
-
-
note
-
Treatment of la under similar conditions [piperidine (2 equiv), EtOH, microwave, 150 °C, 0.3 h] only led to the corresponding ethyl carbamate (55%) and urea (45%) resulting from addition of ethanol and piperidine, respectively, to the isocyanate.
-
-
-
-
64
-
-
70350210583
-
-
note
-
The chemical shift of the oxindole proton H4 (5.32-6.30 ppm) supported the Z configuration of those compounds, and the configuration of 14 was unambiguously confirmed by NMR (NOE).
-
-
-
-
65
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-
0000820784
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(a) Ito, Y.; Fujii, S.; Saegusa, T. J. Org. Chem. 1976, 41, 2073-2074.
-
(1976)
J. Org. Chem.
, vol.41
, pp. 2073-2074
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-
Ito, Y.1
Fujii, S.2
Saegusa, T.3
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67
-
-
70350183237
-
-
note
-
max = 511 nm).
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-
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