A novel and facile synthesis of 3,4-diacyl-2H-pyran-2-ones. New C C bond formation

Kotali, Antigoni; Nasiopoulou, Despina A.; Harris, Philip A.

doi:10.1016/j.tetlet.2016.06.095

Cited by 3 publications

(2 citation statements)

References 42 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Ong et al developed the CÀ H homocoupling of meta-hydroxypyridines (32) with PIDA in the presence of cesium carbonate in dichloromethane at room temperature (Scheme 9). [87] The authors chose PIDA over other hypervalent iodine(III) reagents because it is less expensive and air-sensitive.…”

Section: Cà C Bond Formationmentioning

confidence: 99%

“…Sajiki and Swama research group performed site-selective iron(III) chloride-catalyzed Friedel-Crafts arylation of 4-aryl-4-methoxy-2,5-cyclohexadienones (27), accomplished by the oxidation of 4-arylphenols (28) in methanol by PIDA, leading to the formation of metaterphenyl (2,4-diarylphenol) derivatives (29) in good yields (Scheme 7). [87] The resultant compounds were then subjected to Friedel-Crafts arylation and PIDA-mediated oxidation, which produced the corresponding 2,4,6-triarylphenol derivatives. A useful class of highly substituted polyarylated compounds was produced using the current approach.…”

Section: Cà C Bond Formationmentioning

confidence: 99%

See 1 more Smart Citation

Applications of Phenyliodine(III)diacetate in C−H Functionalization and Hetero‐Hetero Bond Formations: A Septennial Update

et al. 2023

View full text Add to dashboard Cite

One of the most widely utilized hypervalent iodines used as an oxidizing agent in organic chemistry is (diacetoxyiodo)benzene (PhI(OAc)2), also known as (DAIB), phenyliodine(III) diacetate (PIDA). In this review, authors have comprehensively and systematically presented the various applications of PIDA in organic synthesis involving C−C, C‐hetero, hetero‐hetero and multiple bond forms from the summer of 2015 to the present. The role of PIDA was also emphasized for the success of particular organic transformation. Recent literature has produced a substantial number of publications (∼100), and this septennial review examines all of the most recent breakthroughs in the field of study.

show abstract

Section: Cà C Bond Formationmentioning

confidence: 99%

Section: Cà C Bond Formationmentioning

confidence: 99%

Applications of Phenyliodine(III)diacetate in C−H Functionalization and Hetero‐Hetero Bond Formations: A Septennial Update

et al. 2023

View full text Add to dashboard Cite

show abstract

ChemInform Abstract: A Novel and Facile Synthesis of 3,4‐Diacyl‐2H‐pyran‐2‐ones. New C—C Bond Formation.

2016

View full text Add to dashboard Cite

show abstract

A Focused Review on Oxidation of Hydrazones Using Hypervalent Iodine Reagents

Sihag,

Kinger,

Aneja

2024

ChemistrySelect

View full text Add to dashboard Cite

Hydrazones are described as synthetic equivalents to the carbonyl group and possess high synthon value. Herein, we compile the oxidative transformation of hydrazones using ecologically and economically benign hypervalent iodine reagents of the last decade. In this field, the development of C─H functionalization reactions leading to the formation of heterocycles or functionalized hydrazones is a major advancement in recent years. The oxidative properties of hypervalent iodine reagents are exploited to form many bioactive heterocycles (pyrazole, pyrazoline, pyridazine, 1,2,4‐triazole, 1,2,3‐tiazole, 1,3,4‐oxadiazole, tetrazine, tetrazole, pyrrole) through intramolecular or intermolecular C─N, C─O, or N─N coupling. Functionalized heterocycles are also afforded via tandem cascade group transfer/cyclization reactions. The transfer of perfluoroalkyl, sulfoximidoyl, aryl, and halogen groups is achieved using hypervalent iodine reagents as group donors or oxidants in combination with other group‐donating agents. The Togni reagent is the preferred choice for trifluoromethyl group donation, with or without a metal catalyst. Moreover, rearrangement reactions such as acyl migration and the diazotization of hydrazones are also achieved.

show abstract

A novel and facile synthesis of 3,4-diacyl-2H-pyran-2-ones. New C C bond formation

Cited by 3 publications

References 42 publications

Applications of Phenyliodine(III)diacetate in C−H Functionalization and Hetero‐Hetero Bond Formations: A Septennial Update

Applications of Phenyliodine(III)diacetate in C−H Functionalization and Hetero‐Hetero Bond Formations: A Septennial Update

ChemInform Abstract: A Novel and Facile Synthesis of 3,4‐Diacyl‐2H‐pyran‐2‐ones. New C—C Bond Formation.

A Focused Review on Oxidation of Hydrazones Using Hypervalent Iodine Reagents

Contact Info

Product

Resources

About