4.5- Dibenzyl-2-mercapto

Alkylation of mercapto groups in 1,2,4-thiadiazoles proceeds normally.71, 72 The reaction has provided authentic specimens of 3,5-di-methyl(or dibenzyl)mercapto-l,2,4-thiadiazoles, the identity of which with the /S-alkylation products of perthiocyanic acid provided evidence concerning the structure of the latter compound90 (see Section III,... 

Nitro-6-hydrazino-4-hydroxy- 532 5-Nitro-5-methyl-1,3-dibenzyl-hexahydro- 504 2-Oxo-hexahydro- 315, 318 2-Oxo-4-mercapto- 1-methyl-1,2-dihydro- 318 2-Oxo-1-methyl-hexahydro- 318 5-Oxo-1,4,5.6-tetrahydro- 315, 317 5-Phenylazo-6-hydroxy-2,4-dimethyl- 553 1 - (5-O- Phospho-/ - d-ribosyl)- 4-hydroxy- 2-oxo-... 

A mixture of 3,6-dimethyl-3,6-dibenzyl-s-tetrathiane (prepared from phenyl-acetone) and LiAlH4 refluxed 6 hrs. in ether 2-mercapto-l-phenylpropane. Y 86%. — Mercaptans may be prepared from ketones via these polythiohetero-cyclics. F. e. s. F. O. and P. A. Bobbin, B. 98, 998 (1965). 

Chlorination of Activated Methylene Groups. Triflyl chloride was used for the high yielding chlorination of carbon acids, and this reaction was applied to the synthesis of simple 2,2-disubstituted heterocycles. This method has been extended to the preparation of heterocycles fused with -lactams. Treatment of a hydroxyphenylazetidinone with triflyl chloride and triethy-lamine afforded a hemiaminal in 90% yield, through the chlorination of the dibenzyl malonate moiety (eq 11). Performing the same transformation on a mercapto- -lactam precursor led to the formation of a sulfenyl chloride intermediate rather than to chlorination of the malonate moiety. ... 

There were some literature reports on the reactions of T2,4-triazoles. 3-Bromo- and 3-iodo-N,S-dibenzyl-5-mercapto-l,2,4-triazoles 140 participated in Suzuki—Miyaura cross-coupling reactions with aryl, heteroaryl, and vinyl boronic acid derivatives to give 141, followed by deprotection with aluminum chloride to give 5-hetero(aryl)-3-mercapto-l,2,4-triazoles 142 (13TL4524). Multiple regioisomers of arylated 1,2,4-triazoles via C-H arylation could be obtained from judicious reactions of SEM- and THP-protected 1,2,4-triazoles (13JOC738). 

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