KBrO3/MoO3: An efficient reagent system for the oxidative deprotection of semicarbazones, 1,1-diacetates and acetals

Shirini, Farhad; Neyestani, Zahra; Abedini, Masoumeh

doi:10.1016/j.cclet.2009.01.039

Search citation statements

Order By: Relevance

Paper Sections

Select...

Citation Types

Supporting

Mentioning

Contrasting

Year Published

2009

2024

Publication Types

Select...

Article4

Other1

Relationship

Self Cite0

Independent5

Authors

Journals

Cited by 6 publications

References 35 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

Protection for the Carbonyl Group

2014

Greene's Protective Groups in Organic Synthesis

View full text Add to dashboard Cite

Protection for the Carbonyl Group

2014

Greene's Protective Groups in Organic Synthesis

View full text Add to dashboard Cite

Access to Diverse Carbonyl Compounds by Catalyst‐Free and Photoinduced Aerobic Cleavage of C=N Bonds

Xia,

Wang,

et al. 2024

Chemistry A European J

View full text Add to dashboard Cite

Functional group interconversion is of great significance in organic synthesis. However, aerobic cleavage of C=N bonds to access carbonyl compounds still suffered from some limitations such as harsh reaction conditions, stoichiometric oxidants, poor substrate scope and use of toxic reagents. Herein, we report a catalyst‐free and photo‐induced aerobic cleavage of C=N bonds to afford diverse carbonyl compounds using oxygen from air as green oxidant. This mild methodology permits N‐tosylhydrazones converted into the corresponding carbonyl compounds including ketones, aldehydes and carboxylic acids, showing broad functional group tolerance and compatibility. Moreover, the gram‐scale reaction and post‐modification of complicated molecules proved the applicability and efficiency of this strategy. Finally, a plausible mechanism was proposed based on spectroscopic investigations and detailed mechanistic studies.

show abstract

ChemInform Abstract: KBrO₃/MoO₃: An Efficient Reagent System for the Oxidative Deprotection of Semicarbazones, 1,1‐Diacetates and Acetals.

2009

View full text Add to dashboard Cite

Oxidation O 0212 KBrO3/MoO3: An Efficient Reagent System for the Oxidative Deprotection of Semicarbazones, 1,1-Diacetates and Acetals. -A diversity of semicarbazones, gem-diacetates and acetals smoothly undergoes oxidative deprotection to carbonyl compounds. Overoxidation is not observed. A wide variety of functionalities is tolerated including nitro, ether groups or aromatic halides. -(SHIRINI*, F.; NEYESTANI, Z.; ABEDINI, M.; Chin. Chem. Lett. 20 (2009) 5, 514-518; Dep. Chem., Fac. Sci., Guilan Univ., Rasht 41335, Iran; Eng.) -Mischke 36-034

show abstract

KBrO3/MoO3: An efficient reagent system for the oxidative deprotection of semicarbazones, 1,1-diacetates and acetals

Cited by 6 publications

References 35 publications

Protection for the Carbonyl Group

Protection for the Carbonyl Group

Access to Diverse Carbonyl Compounds by Catalyst‐Free and Photoinduced Aerobic Cleavage of C=N Bonds

ChemInform Abstract: KBrO₃/MoO₃: An Efficient Reagent System for the Oxidative Deprotection of Semicarbazones, 1,1‐Diacetates and Acetals.

Contact Info

Product

Resources

About

KBrO3/MoO3: An efficient reagent system for the oxidative deprotection of semicarbazones, 1,1-diacetates and acetals

Cited by 6 publications

References 35 publications

Protection for the Carbonyl Group

Protection for the Carbonyl Group

Access to Diverse Carbonyl Compounds by Catalyst‐Free and Photoinduced Aerobic Cleavage of C=N Bonds

ChemInform Abstract: KBrO3/MoO3: An Efficient Reagent System for the Oxidative Deprotection of Semicarbazones, 1,1‐Diacetates and Acetals.

Contact Info

Product

Resources

About

ChemInform Abstract: KBrO₃/MoO₃: An Efficient Reagent System for the Oxidative Deprotection of Semicarbazones, 1,1‐Diacetates and Acetals.