1985
DOI: 10.1021/jo00208a044
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Synthesis of sulfones by phase-transfer alkylation of arenesulfinate salts

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Cited by 81 publications
(17 citation statements)
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“…Nitroarenes, allyl phenyl sulfone 2b and methyl phenyl acetate (7) were commercially available. Sulfones 2a, [15] 2c, [16] 2d, [17] 2e [18] and 2g [10] were prepared according to known procedures.…”
Section: Methodsmentioning
confidence: 99%
“…Nitroarenes, allyl phenyl sulfone 2b and methyl phenyl acetate (7) were commercially available. Sulfones 2a, [15] 2c, [16] 2d, [17] 2e [18] and 2g [10] were prepared according to known procedures.…”
Section: Methodsmentioning
confidence: 99%
“…The aqueous layer was separated and extracted with ether. ~3C NMR: 22.0;23.0;27.4;3t.t;36.1;44.8;69.5;109,5;1[0.2;115.9;119.6;128.1;130.3;130.6;t33.~;137.1;140.9,145.8;150.1. Ett.tion with a hexane--ether (3 : 21 mixture gave 1.45 g i85%) of a 15/15a mixture {-9 : I, according to tH NMR).…”
Section: Trans-4-lsopropenyl-l-methyl-5-phenylsulfonyleyclohexl-enementioning
confidence: 99%
“…cis-/trans-4-1sopropenyl-L-methyl-5-(3'-fur/I)methylcyclohex-l-ene (5). The reaction of 15 (1.49 g, 4.18 retool) carried out by a procedure similar to that described above for 1 gave 0.66 g (73%) of a mixture of cis-5 and trans-5 (-1 : 1, IH NMR data) as a colorless oil, /~f 0.36 (hexane).…”
Section: Solution Of Bu"li In Hexanementioning
confidence: 99%
“…The optically active β-hydroxy-sulfones can be achieved by a lipase promoted kinetic resolution methods [17,18]. However, the preparation of β-hydroxy-sulfones by the opening of epoxides with sulfinate salts has been much less thoroughly investigated [19][20][21][22][23][24][25][26], because the generation of basic alkoxide adducts leads to a progressive increase in the basisity of the reaction medium. This in turn, promotes side reactions involving the starting epoxides.…”
Section: Introductionmentioning
confidence: 99%