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6.1.5.12.1 Method 1: Preparation of Boron Heterocycles Using Amino(dihalo)boranes

DOI: 10.1055/sos-SD-006-00134

Matteson, D. S.Science of Synthesis, (20056227.

The major synthetic use of amino(dihalo)boranes is the preparation of a wide variety of exotic boron heterocycles. An example is the preparation of 2,5-dihydro-2,5-diphenylborole 142 from the appropriate organomagnesium precursor and a dichloro(dimethylamino)borane (10) (Scheme 56).[‌189‌] Lithiation of 141 yields the dianion 142, which was isolated and characterized as its TMEDAlithium salt. A number of other 2,5-dihydroboroles have been prepared in an analogous manner.[‌190‌]

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