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18.16.11 Product Subclass 11: Trithioorthocarbamic Triesters [Aminotris(organosulfanyl)methanes] and Nitrotris(organosulfonyl)methanes

DOI: 10.1055/sos-SD-018-01407

Diaper, C. M.Science of Synthesis, (2005181243.

Simple alkyl thioorthocarbamic triesters are moisture sensitive and are prone to decomposition to afford more stable products. However, heterocycles incorporating trithiaazaspirans have been investigated as antimicrobial agents.[‌264‌] The dithietane 220 has been used as a source of dithiocarbamate ligands for the manganese complex 221 (Scheme 51).[‌265‌] Synthetic use has been made of the azide 222, which undergoes ring expansion in toluene to give the 1,4,2-dithiazine 223. This method suffers from the competing formation of imine 224 via the intermediate nitrene.[‌266‌]

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