scholarly journals Rhodium- and Iridium-Catalyzed Oxidative Coupling of Benzoic Acids with Alkynes via Regioselective C—H Bond Cleavage.

ChemInform ◽  
2007 ◽  
Vol 38 (48) ◽  
Author(s):  
Kenji Ueura ◽  
Tetsuya Satoh ◽  
Masahiro Miura
Keyword(s):  
Oxidative Coupling ◽  
Bond Cleavage ◽  
Benzoic Acids

I2/TBHP-Promoted Approach to α-Keto Esters from Trifluoromethyl β-Diketones and Alcohols via C–C Bond Cleavage

Synlett ◽  
2017 ◽  
Vol 28 (15) ◽  
pp. 2018-2023 ◽  
Author(s):  
Xiang Fang ◽  
Xueyan Yang ◽  
Tongle Shao ◽  
Jun Zhou ◽  
Chen Jin ◽  
...  
Keyword(s):  
Oxidative Coupling ◽  
Bond Cleavage ◽  
Bond Formation ◽  
Coupling Reaction ◽  
Mechanistic Studies ◽  
Metal Free ◽  
Oxidation Pathway ◽  
Keto Esters ◽  
Oxidative Coupling Reaction

A metal-free oxidative coupling reaction of trifluoromethyl β-diketones with alcohols for the synthesis of α-keto esters in good to excellent yields has been developed. Preliminary mechanistic studies suggest that an I2/TBHP promoted sequential iodination, C–C bond cleavage, C–O bond formation and oxidation pathway is involved in this reaction.

Rhodium(III)-Catalyzed Oxidative Coupling of N-Phenylindole-3-carboxylic Acids with Alkenes and Alkynes via C4–H and C2–H/C2′–H Bond Cleavage

2018 ◽  
Vol 83 (10) ◽  
pp. 5639-5649 ◽  
Author(s):  
Takeshi Okada ◽  
Asumi Sakai ◽  
Tomoaki Hinoue ◽  
Tetsuya Satoh ◽  
Yoshihiro Hayashi ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Oxidative Coupling ◽  
Bond Cleavage

Photoinduced HBr-catalyzed C–Si bond cleavage of benzylsilanes and their subsequent oxidation into benzoic acids with air as the terminal oxidant

2014 ◽  
Vol 1 (10) ◽  
pp. 1201-1204 ◽  
Author(s):  
Jing Sun ◽  
Yu Wang ◽  
Liqiong Han ◽  
Dawen Xu ◽  
Yiyong Chen ◽  
...  
Keyword(s):  
Bond Cleavage ◽  
Benzoic Acids ◽  
Cleavage Reaction ◽  
Subsequent Oxidation ◽  
Radical Intermediates ◽  
Benzyl Radical ◽  
Highly Efficient ◽  
Bond Cleavage Reaction

A photoinduced highly efficient C–Si bond cleavage reaction of benzylsilanes under the catalysis of HBr was developed. The in situ generated benzyl radical intermediates were aerobically oxidized into benzoic acids highly chemoselectively.

Iodine-catalyzed oxidative C–C bond cleavage for benzoic acids and benzamides from alkyl aryl ketones

RSC Advances ◽  
2016 ◽  
Vol 6 (27) ◽  
pp. 22749-22753 ◽  
Author(s):  
Pochampalli Sathyanarayana ◽  
Atul Upare ◽  
Owk Ravi ◽  
Prathap Reddy Muktapuram ◽  
Surendar Reddy Bathula
Keyword(s):  
Bond Cleavage ◽  
Benzoic Acids ◽  
Aromatic Acids ◽  
Cleavage Reaction ◽  
Alkyl Aryl ◽  
Bond Cleavage Reaction ◽  
Aryl Ketones

Iodine-catalyzed, aerial oxygen supported C–C bond cleavage reaction of aryl alkyl ketones for the synthesis of benzoic acids and benzamides. Also benzylidene acetones and phenylacetylenes were converted to their aromatic acids at this conditions.

ChemInform Abstract: Iodine-Catalyzed Oxidative C-C Bond Cleavage for Benzoic Acids and Benzamides from Alkyl Aryl Ketones.

ChemInform ◽  
2016 ◽  
Vol 47 (28) ◽  
Author(s):  
Pochampalli Sathyanarayana ◽  
Atul Upare ◽  
Owk Ravi ◽  
Prathap Reddy Muktapuram ◽  
Surendar Reddy Bathula
Keyword(s):  
Bond Cleavage ◽  
Benzoic Acids ◽  
Alkyl Aryl ◽  
Aryl Ketones

Rhodium- and iridium-catalyzed oxidative coupling of benzoic acids with alkynes and alkenes

2008 ◽  
Vol 80 (5) ◽  
pp. 1127-1134 ◽  
Author(s):  
Tetsuya Satoh ◽  
Kenji Ueura ◽  
Masahiro Miura
Keyword(s):  
Oxidative Coupling ◽  
Benzoic Acids ◽  
Naphthalene Derivatives ◽  
Rh Catalyst

The oxidative coupling of benzoic acids with alkynes and alkenes effectively proceeds in the presence of a Rh catalyst and an appropriate oxidant to produce the corresponding isocoumarin and phthalide derivatives, respectively. Interestingly, by using an Ir catalyst in place of Rh, the acids and alkynes undergo 1:2 coupling accompanied by decarboxylation to afford naphthalene derivatives exclusively.

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