Tetrahedron p. 2613 - 2626 (1992)
Update date:2022-08-05
Topics: Nitrile thiocyanate Transfer Carbon radicals Sulfonyl cyanides Sulfonyl isothiocyanates
Barton
Jaszberenyi
Theodorakis
Reaction of p-toluenesulphonyl cyanide or methanesulfonyl cyanide with carbon radicals, generated from the corresponding O-acyl-N-hydroxy-2-thiopyridone derivatives by visible light photolysis gives nitriles in good yield. The homolysis products of these sulfonyl nitriles can also be trapped by electron rich olefins. We have also found that carbon radicals react easily with mesyl or tosyl isothiocyanate producing thiocyanates.
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Doi:10.1055/s-0032-1317175
(2012)Doi:10.1016/j.bmcl.2012.11.092
(2013)Doi:10.1055/s-0032-1316789
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(1967)
