
Journal of the Chemical Society. Perkin transactions I p. 607 - 613 (1981)
Update date:2022-09-26
Topics:
Bryce, Martin R.
Reynolds, Colin D.
Hanson, Peter
Vernon, John M.
A series of 5-(1,2-benzoselenazol-3-yl)pentadienonitrile derivatives (2) has been prepared by addition of benzyne to substituted 2,1,3-benzoselenadiazoles.Some of these adducts rearrange either thermally or photochemically to give 2-(2-pyridyl)phenyl selenocyanates (7), which are reduced to 2-phenylpyridine derivatives (6) or hydrolysed to give ultimately, diselenides (9).The crystal structure of one benzyne adduct (2b) is reported and the mechanism of its rearrangement discussed.
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Doi:10.1021/ja00403a017
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(1981)