- Method for producing purified epoxy compound
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A 2,3-epoxypropyl derivative or a 2-methyl-2,3-epoxypropyl derivative of a compound having carboxyl groups or amido groups is produced as a purified product having an epoxide equivalent of 1.0 to 1.1 times the theoretical epoxide equivalent of the derivat
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- A novel method for the preparation of 2,6-disubstituted benzenesulfonates and benzenesulfonyl chlorides utilizing the powerful alkyl sulfonate ortho directing group
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Ortho lithiation technology using alkyl benzenesulfonates has been developed to prepare a series of 2,6-disubstituted benzenesulfonates, benzenesulfonic acids and benzenesulfonyl chlorides. By comparison with other ortho directing groups, alkyl sulfonates
- Spangler, Lori A.
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p. 3639 - 3642
(2007/10/03)
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- Tin for Organic Synthesis, 7. New Regioselective Syntheses of Diaryl Sulfones, Arenesulfonamides, and Arenesulfonic Acid Sodium Salts
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The reaction of (trialkylstannyl)arenes 1 with corresponding reagents containing a chlorosulfonyl group leads, by exclusive ipso substitution, to important diaryl sulfones 2a - i, N-alkylarenesulfonamides 8a - f, and sodium arenesulfonates 13a - c in high yields under mild conditions.The specific leaving ability of the stannyl group allows, moreover, the preparation of arylsulfonyl isomers which are not accessible under the influence of the conventional directing forces of substituents.With N,N-dialkylamidosulfonyl chloride / AlCl3 complexes no destannylation takes place, but the first intramolecular sulfonyltin complex 11 is formed.This result is used to discuss details of the mechanism involved. Key Words: Aromatic substitution, electrophilic / Sulfones, synthesis of / Sulfonamides, synthesis of / Sulfonic acids, sodium salts, synthesis of/ Stannanes, trialkylaryl-, application of
- Neumann, Wilhelm P.,Wicenec, Christian
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p. 763 - 768
(2007/10/02)
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