Multi-component synthesis of dihydro-1,3-azaborinine derived oxindole isosteres

We report on the synthesis of the first examples of 1,3-azaborinine derived oxindole systems, the BN-isosteres of the important compound class of the oxindoles. Hydroboration of terminal aryl acetylenes with FmesBH(2), followed by treatment with 2 equiv. of a glycine ester derived isonitrile gave a small series of 1,3-azaborinine derived oxindoles. The new BN-oxindoles show interesting photophysical behavior.

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This paper reports the synthesis of the first examples of 1,3-azaborinine derived oxindole systems, which are BN-isosteres of the important compound class of oxindoles. The new BN-oxindoles exhibit interesting photophysical behavior.