Monocyclic allylic cis-1,2-diols reacted with sulfuryl chloride at 0 °C in a regio- and stereo-selective manner to give 2-chloro-1-sulfochloridates, which were hydrolysed to yield the corresponding trans-1,2-chlorohydrins. At -78 °C, with very slow addition of sulfuryl chloride, cyclic sulfates were
Chlorinations with sulfuryl chloride. I. The peroxide-catalyzed chlorination of hydrocarbons.
Kharasch MS and Brown HC.
Journal of the American Chemical Society, 61(8), 2142-2150 (1939)
Application of Sulfuryl Chloride for the Quick Construction of β-Chlorotetrahydrofuran Derivatives from Homoallylic Alcohols under Mild Conditions.
Zeng X, et al.
Synthesis, 45(17), 2391-2396 (2013)
The chlorination of active hydrogen compounds with sulfuryl chloride. I. Ketones.
Wyman DP and Kaufman PR.
The Journal of Organic Chemistry, 29(7), 1956-1960 (1964)
The Journal of organic chemistry, 79(2), 809-813 (2013-12-18)
2,2,6,6-Tetramethylpiperidine (TMP)-catalyzed (1-10%) chlorinations of phenols by SO2Cl2 in aromatic solvents are more ortho selective than with primary and less hindered secondary amine catalysts. Ortho-selective chlorination is successful even with electron deficient phenols such as 2-hydroxybenzaldehyde and 2'-hydroxyacetophenone. Notably, ortho
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