1070-83-3Relevant articles and documents
CATALYTIC OXIDATION OF ALDEHYDES TO CARBOXYLIC ACIDS WITH HYDROGEN PEROXYDE AS OXIDANT
Choi, Joong-Kwon,Chang, Young-Kil,Hong, Sung Yeap
, p. 1967 - 1970 (1988)
Alkyl and aryl aldehydes were catalytically oxidized to carboxylic acids in high yields with hydrogen peroxide as oxidant using benseneseleninic acid as catalyst.
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Iwasaki,S.,Schaffner,K.
, p. 557 - 561 (1968)
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Whitmore,Church
, p. 3710 (1932)
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Ozanne,Marvel
, p. 5267,5271 (1930)
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Organoboranes for Synthesis. 14. Convenient Procedures for the Direct Oxidation of Organoboranes from Terminal Alkenes to Carboxylic Acids
Brown, Herbert C.,Kulkarni, Shekhar V.,Khanna, Vijay V.,Patil, Virendra D.,Racherla, Uday S.
, p. 6173 - 6177 (1992)
For the first time, a highly efficient and direct oxidation of a variety of organoborane intermediates into carboxylic acids has been demonstrated, without an increase or decrease of carbon atoms.Synthetically useful procedures have been developed for the ready conversion of representative terminal alkenes into carboxylic acids via oxidation of the organoboranes obtained by hydroboration of the terminal alkenes.The oxidation works well with a variety of organoboranes derived from reagents such as dibromoborane-methyl sulfide (HBBr2*SMe2), monobromoborane-methyl sulfide (H2BBr*SMe2), monochloroboran-methyl sulfide (H2BCl*SMe2), borane-methyl sulfide (H3B*SMe2), thexylborane (H2BThx), and dicyclohexylborane (HBChx2).The oxidation is achieved in a convenient manner with pyridinium dichromate (PDC), sodium dichromate in aqueous sulfuric acid (Na2Cr2O7-H2SO4) and chromium trioxide in 90 percent aqueous acetic acid (CrO3-HOAc-H2O).These oxidations afford carboxylic acids in very good yields with complete retention of the structure of the organic group attached to boron.
A convenient procedure for the direct conversion of terminal alkenes into carboxylic acids
Racherla,Khanna,Brown
, p. 1037 - 1040 (1992)
Alkylboronic acids, readily synthesized from a variety of representative terminal alkenes via hydroboration with dibromoborane-methyl sulfide, undergo a facile oxidation with chromium trioxide in 90% aqueous acetic acid to provide carboxylic acids in 80-97% isolated yields, without rearrangement or loss of carbon.
Oxidation of Alkynyl Boronates to Carboxylic Acids, Esters, and Amides
Li, Chenchen,Li, Ruoling,Zhang, Bing,Zhao, Pei,Zhao, Wanxiang
supporting information, p. 10913 - 10917 (2020/05/25)
A general efficient protocol was developed for the synthesis of carboxylic acids, esters, and amides through oxidation of alkynyl boronates, generated directly from terminal alkynes. This protocol represents the first example of C(sp)?B bond oxidation. This approach displays a broad substrate scope, including aryl and alkyl alkynes, and exhibits excellent functional group tolerance. Water, primary and secondary alcohols, and amines are suitable nucleophiles for this transformation. Notably, amino acids and peptides can be used as nucleophiles, providing an efficient method for the synthesis and modification of peptides. The practicability of this methodology was further highlighted by the preparation of pharmaceutical molecules.
A aldehyde or mellow directly converted into the carboxylic acid (by machine translation)
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Paragraph 0031; 0032, (2018/08/03)
The invention discloses a aldehyde or mellow oxidation can be directly transformed into carboxylic acid, is characterized in that the pure oxygen environment, in N - hydroxy imide compound under the catalysis of the imide compound or N - hydroxy and nitrous acid ester compound common under the catalysis, the CH2 OH and CHO oxidation directly converted into the carboxylic acid compounds. The invention using oxygen as the oxidizing agent, does not add any metal catalyst, environment-friendly, high catalytic efficiency, simple and convenient operation. With the previous metal catalytic system complex and different catalytic system, has some metal catalytic system in the process, the use of transition metal will cause the transition metal of the residual, the invention adopts the non-metallic catalytic system, environmental protection, preventing the metal residue problem, this to the solution of the drug in the synthesis of transition metal residue problem and provides a new method of thinking. (by machine translation)
