References
- Yuste F, Linares AH, Mastranzo VM, et al. Methyl sulfinates as electrophiles in Friedel-Crafts reactions. Synthesis of aryl sulfoxides. J Org Chem. 2011;76:4635–4644.
- Nguyen N-LT, Vo H-T, Duus F, et al. Dramatic influence of ionic liquid and ultrasound irradiation on the electrophilic sulfinylation of aromatic compounds by sulfinic esters. Molecules. 2017;22:1458.
- Garcia Ruano JL, Parra A, Marzo L, et al. One-pot synthesis of sulfonamides from methyl sulfinates using ultrasound. Tetrahedron. 2011;67:2905–2910.
- Tota A, John-Campbell SS, Briggs EL, et al. Highly chemoselective NH- and O-transfer to thiols using hypervalent iodine reagents: synthesis of sulfonimidates and sulfonamides. Org Lett. 2018;20:2599–2602.
- Lujan-Montelongo JA, Estevez AO, Fleming FF. Alkyl sulfinates: formal nucleophiles for synthesizing TosMIC analogs. Eur J Org Chem. 2015;2015:1602–1605.
- Meng X, Xu H, Cao X, et al. Electrochemically enabled sulfonylation of alkynes with sodium sulfinates. Org Lett. 2020;22:6827–6831.
- Gualandi A, Mazzarella D, Ortega-Martinez A, et al. Photocatalytic radical alkylation of electrophilic olefins by benzylic and alkylic zinc-sulfinates. ACS Catal. 2017;7:5357–5362.
- Green MM, Axelrod M, Mislow K. Configuration correlation of alcohols by asymmetric synthesis of sulfinate esters. J Am Chem Soc. 1966;88:861–862.
- Fernández I, Khiar N, Roca A, et al. A generalization of the base effect on the diastereoselective synthesis of sulfinic and phosphinic esters. Tetrahedron Lett. 1999;40:2029–2032.
- Evans JW, Fierman MB, Miller SJ, et al. Catalytic Enantioselective synthesis of sulfinate esters through the dynamic resolution oftert-butanesulfinyl chloride. J Am Chem Soc. 2004;126:8134–8135.
- Peltier HM, Evans JW, Ellman JA. Catalytic enantioselective sulfinyl transfer using cinchona alkaloid catalysts. Org Lett. 2005;7:1733–1736.
- Nakamura S, Tateyama M, Sugimoto H, et al. Enantioselective synthesis of chiral sulfinates using chiral diamines. Chirality. 2005;17:85–88.
- Harpp DN, Friedlander BT, Larsen C, et al. Use of the trimethylsilyl group in synthesis. Preparation of sulfinate esters and unsymmetrical disulfides. J Org Chem. 1978;43(18):3481–3485.
- Mikolajczyk M, Drabowicz J, Bujnicki B. Acid-catalysed conversion of sulphinamides into sulphinates: a new synthesis of optically active sulphinates. J C S Chem Comm. 1976;14:568–569.
- Hiroi K, Kitayama R, Sato S. A highly efficient and general synthetic route to optically active sulfinates; stereospecific boron trifluoride etherate-catalyzed esterification of sulfinamides. Synthesis (Mass). 1983;1983(12):1040–1041.
- Mikotajczyk M, Drabowicz J, Bujnicki B. Nucleophilic substitution at sulfinyl sulfur. Factors affecting the inversion to retention ratio in acid-catalyzed alcoholysis of chiral N,N-diisopropyl p-toluenesulfinamide. Tetrahedron Lett. 1985;26:5699–5702.
- Boar RB, Patel AC. A convenient synthesis of p-toluenesulphinic esters. Synthesis (Mass). 1982;1982(7):584–586.
- Furukawa M, Okawara T, Noguchi Y, et al. Convenient syntheses of sulfinic ester derivatives. Synthesis (Mass). 1978;1978(6):441–442.
- Furukawa M, Ohkawara T, Noguchi Y, et al. S-and N-sulfinylations with sulfinic acid in the presence of phenyl phosphorodichloridate and pyridin. Synthesis (Mass). 1980;1980(11):937–939.
- Hajipour AR, Falahati AR, Ruoho AE. An efficient and novel method for the synthesis of sulfinate esters under solvent-free conditions. Tetrahedron Lett. 2006;47:2717–2719.
- Huang M, Hu L, Shen H, et al. Sulfination of alcohols with sodium sulfinates promoted by BF3(OEt2: an unexpected access. Green Chem. 2016;18(7):1874–1879.
- Tranquilino A, Andrade SRCP, da Silva APM, Menezes PH, Oliveira RA. Non-expensive, open-flask and selective catalytic systems for the synthesis of sulfinate esters and thiosulfonates. Tetrahedron Lett. 2017;58:1265–1268.
- Li H-J, Wang R, Gao J, et al. Bismuth(III) bromide-catalysed substitution of benzyl alcohols with arylsulfonylmethyl isocyanides: an unexpected access to sulfinates. Adv Synth Catal. 2015;357(7):1393–1397.
- Kadari L, Krishna PR, Prapurna YL. Sulfination of alcohols with p-toluenesulfonylmethyl isocyanide under metal-free conditions: a Mitsunobu approach. Adv Synth Catal. 2016;358(23):3863–3868.
- Pogaku N, Krishna PR, Prapurna YL. Substrate- and temperature-controlled divergence in reactions of alcohols with TosMIC catalyzed by BF3(Et2O: facile access to sulfinates and sulfones. Synth Commun 2017;47(13):1239–1249.
- Du B, Li Z, Qian P, et al. Copper-catalyzed aerobic oxidative reaction of sulfonyl hydrazides with alcohols: an easy access to sulfinates. Chem Asian J. 2016;11:478–481.
- Chen L, Pu J, Liu P, et al. Facial synthesis of sulfinic esters via copper catalyzed reaction of sulfonyl hydrazides with alcohols in air. J Saudi Chem Soc. 2019;23:1102–1108.
- Zhang G, Fan Q, Wang H, et al. NaHSO3-Mediated direct synthesis of sulfinic esters from sulfonyl hydrazides under transition-metal-free conditions. Adv Synth Catal. 2021;363:833–837.
- Choudhary D, Khatri V, Basak AK. Wittig ylide mediated decomposition of N–sulfonylhydrazones to sulfinates. Org Lett. 2018;20:1703–1706.
- Ji Y-Z, Wu Q-X, Li H-J, et al. Base-promoted direct synthesis of sulfinates from N-sulfonylhydrazones under metal-free conditions. Synthesis (Mass). 2020;52:755–762.
- Klunder JM, Sharpless B. A convenient synthesis of sulfinate esters from sulfonyl chlorides. J Org Chem. 1987;52:2598–2602.
- Wei J. S, tert-Butyl Z. Sulfoxide as a starting point for the synthesis of sulfinyl containing compounds. Org Lett. 2015;17:5396–5399.
- Douglass IB. Sulfinic esters. III. A new sulfinic ester synthesis. J Org Chem. 1974;39(4):563–564.
- Brownbridge P, Jowett IC. ‘One-pot’ synthesis of sulphinic esters from disulphides. Synthesis (Mass). 1988;1988(3):252–254.
- Hajipour AR, Islami F. Highly diastereoselective synthesis and easy method for synthesis of optically active sulfinate esters from aromatic disulfides. Indian J Chem. 2000;39B:536–538.
- Ghafuri H, Hashemi MM. A simple, economical, and catalyst-free oxidation of thiols to disulfides. J Sulfur Chem. 2009;30:578–580.
- Shyam PK, Kim YK, Lee C, et al. Copper-catalyzed aerobic formation of unstable sulfinyl radicals for the synthesis of sulfinates and thiosulfonates. Adv Synth Catal. 2016;358:56–61.
- Zhou C, Tan Z, Jiang H, et al. A sustainable oxidative esterification of thiols with alcohols by a cobalt nanocatalyst supported on doped carbon. Green Chem. 2018;20:1992–1997.
- Di J, He H, Wang F, et al. Regiospecific alkyl addition of (hetero)arene-fused thiophenes enabled by a visible-light-mediated photocatalytic desulfuration approach. Chem Commun. 2018;54:4692–4695.
- Xue F, Wang F, Liu J, et al. A desulfurative strategy for the generation of alkyl radicals enabled by visible-light photoredox catalysis. Angew Chem Int Ed. 2018;57:6667–6671.
- Ai C, Shen H, Song D, et al. Metal- and oxidant-free electrochemical synthesis of sulfinic esters from thiols and alcohols. Green Chem. 2019;21:5528–5531.
- Gong F, Lu F, Zuo L, et al. Efficient electrosynthesis of sulfinic esters via oxidative cross-coupling between alcohols and thiophenols. J Chin Chem Soc. 2020;67:192–196.
- He Y, Zhang J, Xu L, et al. Electrochemical synthesis of sulfinic esters from alcohols and thiophenols. Tetrahedron Lett. 2020;61:151631.
- Zhao H, Duan J, Xie D, et al. Electrochemical synthesis of sulfinic esters via aerobic oxidative esterification of thiophenols with alcohols. Synthesis (Mass). 2020;52:2705–2712.
- Sigh PK, Singh PP, Srivastava V. Facile aerobic photo-oxidative synthesis of sulfinic esters. Croat Chem Acta. 2018;91:383–387.
- Mason TJ, Lorimer JP. Sonochemistry: theory, applications and uses of ultrasound in chemistry. West Sussex: Ellis Horwood; 1988; p. 64–98.
- Fan JC, Shang ZC, Liang J, et al. The oxidation of alcohols to aldehydes and ketones withN-bromosuccinimide in polyethylene glycol: an experimental and theoretical study. J Phys Org Chem. 2008;21:945–953.
- Kice JL, Wu SM. Direct substitution vs. elimination-addition in substitution reactions ofn-butyl 1-butanesulfinyl sulfone. J Org Chem. 1981;46(19):3913–3914.