Reactions Involving Radicals, Electron-Deficient Species, Reducing Agents, and at Surfaces

5 Reactions Involving Radicals, Electron-Deficient Species, Reducing Agents, and at Surfaces 

3-Benzodithiazolyl radical 110 reacts in concentrated benzene solution ( 0.15 M) with dissolved oxygen to give disulfide 111 in quantitative yield (Equation 23) 2005MC14 . A mechanism for this unusual transformation was proposed based on the kinetics data and B3LYP/6-311G calculations. 

Readily accessible aryliminodithiazoles 56 can be converted by LiAlH4 reduction into the rearranged A-aryl-dithiooxamides 112 (Equation 24) 1999S1345 . Although the yields are moderate (35—42%), this reaction provides a convenient two-step synthesis of unsymmetrical rubeanic acid derivatives from arylamines. 

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Reactions involving Radicals, Electron-deficient Species, Reducing Agents and at Surfaces... 

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