5161-17-1Relevant articles and documents
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Willer,R.L.,Eliel,E.L.
, p. 1925 (1977)
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Regioselective chlorination of phenols in the presence of tetrahydrothiopyran derivatives
Smith, Keith,Williams, Des,El-Hiti, Gamal A.
, p. 529 - 538 (2019/06/13)
Four six-membered cyclic sulfides, namely tetrahydrothiopyran, 3-methyltetrahydrothiopyran, 4-methyltetrahydrothiopyran and 4,4-dimethyltetrahyrdrothiopyran have been used as moderators in chlorination reactions of various phenols with sulfuryl chloride in the presence of aluminum or ferric chloride. On chlorination of phenol, ortho-cresol and meta-cresol the para/ortho chlorination ratios and yields of the para-chloro isomers are higher than when no cyclic sulfide is used for all of the cyclic sulfides, but chlorination of meta-xylenol is less consistent, with some cyclic sulfides producing higher p/o ratios and others producing lower ratios than reactions having no sulfide present.
Regioselectivity of ring closure of 2-thia- and 2-sulfonyl-5-methyl-5-hexenyl radicals
Della, Ernest W.,Graney, Sean D.
, p. 4065 - 4067 (2007/10/03)
(matrix presented) Ring closure of the α-substituted radicals 4 (X = S, SO2) is observed to be irreversible and to lead to significant amounts of the product of 6-endo cyclization. Indeed, reduction of the sulfonyl-based radical 4 (X = SO2