U. Jordis, M. Rudolf:
"Conversion of cyclic trithiocarbonates to thioacetals, including 1,3-dithiane, by reduction with diisobutylaluminum hydride (DIBAL)";
Phosphorus and Sulfur and the Related Elements,
Cyclic trithiocarbonates I [X = (CH2)2 (CH2)3, o-C6H4] were desulfurized with (Me2CHCH2)2AlH (DIBAL) to give the corresponding thioacetals II in 59-88% yield. Treating I [X = (CH2)3] with DIBAL at -70 gave 50% dithianethiol III. However, acyclic trithiocarbonates RSC(S)SR (R = Ph, CH2Ph) gave only cleavage products RSH in 73-95% yield on treatment with DIBAL. Na2CS3 was prepd. from NaOCHMe2, H2S, and CS2. Violent decompn. during purifn. of 1,2,3-benzothiadiazole was avoided by steam distn.
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