Metalation reactions : III. The action of n-butyllithium on 1,3-benzodioxole and 1,3-benzoxathiole derivatives☆

Add time:09/02/2019    Source:sciencedirect.com

The reaction of n-butyllithium with 1,3-benzodioxole, 1,3-benzoxathiole, and their 2,2-dimethyl derivatives has been investigated. Except with 1,3- benzoxathiole there is competition between metalation and cleavage of the ether bond. Metalation occurs ortho to the oxygen, while cleavage gives substitution, elimination and reduction products.

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