Can iodine oxidize

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Cited By. This article is cited by 20 publications. Thomas E. Healy and Paul. Gas chromatography of oxidants using a flowing liquid colorimetric detector.

Analytical Chemistry , 41 13 , Altshuller , C. Schwab , and Maribel. Analytical Chemistry , 31 12 , Symons and E. Miller, R. Hoerrner, Org. A simple, efficient, and high-yield procedure for the oxidative conversion of alcohols to various types of esters and ketones was successfully carried out with molecular iodine as the oxidant and potassium carbonate. Mori, H. Togo, Tetrahedron , , 61 , The use of aqueous hydrogen peroxide as oxidizing agent and molecular iodine as catalyst enables a mild and efficient methodology for the ipso -hydroxylation of arylboronic acids to phenols.

The reactions were performed at room temperature in short reaction time under metal-, ligand- and base-free conditions. Gogoi, U. Bora, Synlett , , 23 , Liu, C.

Chen, P. Zhou, J. The potassium xanthate not only promotes oxidative esterification but also provides an alkoxy moiety for the reaction. Luo, R. He, Q. Liu, Y. Gao, J. Li, X. Chen, Z. Zhu, Y. Huang, Y. Li, J. A tandem Lieben-Haller-Bauer reaction mechanism is proposed.

Cao, J. Ding, M. Gao, Z. Wang, J. Li, A. Wu, Org. An efficient, metal-free domino protocol for the synthesis of benzamides from ethylarenes proceeds through the formation of triiodomethyl ketone intermediate in the presence of iodine as the promoter and TBHP as an oxidant followed by nucleophilic substitution with aqueous ammonia. This operationally simple, functional-group-tolerant tandem approach provides an easy access to the broad range of biologically important benzamides. Vadagaonkar, H.

Kalmode, S. Prakash, A. Chaskar, Synlett , , 26 , Shimokawa, Y. Kawagoe, K. Moriyama, H. Togo, Org. In a metal-free, selective oxidation of cyclic secondary and tertiary amines for the formation of lactams, molecular iodine facilitates both chemoselective and regioselective oxidation of C-H bonds directly adjacent to a cyclic amine.

The reaction offers mild conditions, functional group tolerance, and a broad substrate scope. Griffiths, G. Burley, E. Talbot, Org. A catalytic oxidative cleavage of 1,3-diketones enables the synthesis of the corresponding carboxylic acids by aerobic photooxidation with iodine under irradiation with a high-pressure mercury lamp.

Tada, M. Shomura, L. Cui, T. Nobuta, T. Miura, A. Itoh, Synlett , , An I 2 -promoted direct conversion of arylacetic acids into aryl carboxylic acids under metal-free conditions involves decarboxylation followed by an oxidation reaction enabled just by using DMSO as the solvent as well as an oxidant.

Notably, aryl carboxylic acids are isolated by simple filtration technique and obtained in good to excellent yields, which makes this protocol applicable for large-scale synthesis. Kalmode, K. Vadagaonkar, S. Shinde, A. Chaskar, J. The present protocol features mild reaction conditions, high efficiency, easily available starting materials, and broad substrate scope. Xu, M. Weng, H. Zhang, Synthesis , , 52 , Krishnamurthy, T.

Vishwanatha, N. Panguluri, V. Panduranga, V. Sureshbabu, Synlett , , 26 , Ronsheim, C. K Zercher, J. The reaction allows an operationally simple, straightforward synthesis of various unsymmetrical 1,4-enediones. Gao, Y. Yang, Y. Wu, C. Deng, L. Cao, X. Meng, A. The Zweifel reaction is a powerful transition-metal-free alternative to the Suzuki-Miyaura reaction for the synthesis of alkenes. This transition-metal-free coupling process enables the coupling of Grignard reagents or organolithiums for an enantiospecific synthesis of a wide variety of functionalized acyclic and cyclic olefin products.

Armstrong, W. Niwetmarin, V. Aggarwal, Org. A direct conversion of various benzylic alkyl halides and primary alkyl halides into corresponding nitriles was efficiently and simply carried out in aqueous ammonia in the presence of molecular iodine as oxidant. Iida, H. Togo, Synlett , , Various alcohols were efficiently converted into the corresponding nitriles at room temperature by treatment with tert -butyl hypochlorite, diiodine, or 1,3-diiodo-5,5-dimethylhydantoin DIH in the presence of TEMPO, followed by treatment with diiodine and aqueous ammonia.

The nitriles were obtained in good yields and high purities by a simple extraction of the reaction mixture with chloroform and subsequent removal of the solvent.

Shimojo, K. Togo, Synthesis , , 45 , Various electron-rich aromatics could be smoothly converted into the corresponding aromatic nitriles in good yields by treatment with POCl 3 and DMF, followed by molecular iodine in aqueous ammonia.

The present reaction is a novel metal-free one-pot method for the preparation of aromatic nitriles from electron-rich aromatics. Ushijima, H. This metal-free strategy for coupling of isocyanides with amines provides an efficient approach for symmetric and unsymmetric functionalized carbodiimide derivative synthesis under mild conditions.

Zhu, S. Wang, Y. Tao, S. Ji, Org. Wu, Q. Gao, S. Liu, A. A facile and practical oxidative cyclization reaction of enamines to 2 H -azirines is mediated by molecular iodine under mild conditions. This transition metal-free approach provides 2 H -azirine derivatives in an efficient and scalable fashion.

Hou, W. Yu, J. Chang, J. The 2-imidazolines were smoothly oxidized to the corresponding imidazoles in good yields using diacetoxyiodo benzene at room temperature. Ishihara, H. This protocol furnishes the corresponding pyrroles with the addition of DDQ as oxidant in a subsequent step. Xu, H. Liu, K. Chen, G. Mechanistic investigations indicate that the aldehyde oxygen atom originates from oxygen. The reaction avoids the use of stoichiometric quantities of hazardous oxidants.

Wu, P. Zhao, X. Geng, C. Wu, A. Shie, J. Fang, J. In a direct annulation of hydrazides with methyl ketones for the synthesis of 1,3,4-oxadiazoles, the use of K 2 CO 3 as a base achieves an unexpected and highly efficient C-C bond cleavage.

This reaction is proposed to go through oxidative cleavage of Csp 3 -H bonds, followed by cyclization and deacylation. Liu, X. Wu, J. Zhang, A. Cai, X. Add a comment. Active Oldest Votes. Here is the summary by the authors in their table: References Bray, W. DOI: Improve this answer. Farooq M. Farooq Sign up or log in Sign up using Google. Sign up using Facebook. Sign up using Email and Password.

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