Regiospecific ?-oxygenation of alkanesulfonamides

Troyanskii, E. I.; Lazareva, M. I.; Lutsenko, A. I.; Nikishin, G. I.

doi:10.1007/bf00956632

Cited by 3 publications

(2 citation statements)

References 4 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…For alkyl amide substrates, a mechanism involving first formation of an N ‐halogenated species followed by scissioning into an N‐centered radical, paralleling the Hoffman‐Löffler‐Freytag reaction, was hypothesized. Nikishin and co‐workers later extended this work to the oxidative conversion of mono‐ketones into di‐ketones and to the γ‐oxygenation of alkanesulfonamides (Scheme b and 5c) ,…”

Section: Conversion Of Sp3 C–h To C–o Bonds With Peroxydisulfatementioning

confidence: 99%

Peroxydisulfate as an Oxidant in the Site‐Selective Functionalization of sp³ C–H Bonds

Sathyamoorthi

Banerjee

2017

ChemistrySelect

View full text Add to dashboard Cite

The development of methodology for the site-selective functionalization of sp 3 C-H bonds has irrevocably altered the state of organic synthesis. These methods often rely on the use of strong oxidants in conjunction with transition-metal catalysis. Peroxydisulfate (S 2 O 8 2-) salts are some of the strongest inorganic oxidants known. They are low-cost crystalline solids that are stable at room temperature. Harmless sulfate salts are produced as a byproduct of their reactions, allowing S 2 O 8 2to serve as a 'green' alternative to other commonly employed oxidants. Despite these attractive properties, it has only been in the last ten years that the majority of sp 3 C-H functionalization reactions utilizing S 2 O 8 2for the diversification of complex molecules have been reported. The objective of this review is to provide a useful reference regarding the recent advancement of sp 3 C-H functionalization using S 2 O 8 2and to inspire the invention of new protocols utilizing this remarkable oxidant.

show abstract

Section: Conversion Of Sp3 C–h To C–o Bonds With Peroxydisulfatementioning

confidence: 99%

Peroxydisulfate as an Oxidant in the Site‐Selective Functionalization of sp³ C–H Bonds

Sathyamoorthi

Banerjee

2017

ChemistrySelect

View full text Add to dashboard Cite

show abstract

“…80 Alkanesulfonamides undergo oxidation at the γ-carbon (eq 16). 81 Biphenyls with ortho-substituted secondary amide groups can give a variety of cyclization products (eq 17). 82,83 N-Boc L-tyrosine derivatives, when treated with peroxydisulfate and Cu II , yield the threo-β-hydroxy derivative via a cyclic carbamate (eq 18).…”

Section: Lead(iv) Acetate Nickel(ii) Peroxide Sodium Hypochlorite Cmentioning

confidence: 99%

Ammonium Peroxydisulfate

Behrman

2001

Encyclopedia of Reagents for Organic Synthesis

View full text Add to dashboard Cite

Ammonium Peroxydisulfate

Behrman¹,

Neufeldt²

2012

Encyclopedia of Reagents for Organic Synthesis

View full text Add to dashboard Cite

Regiospecific ?-oxygenation of alkanesulfonamides

Cited by 3 publications

References 4 publications

Peroxydisulfate as an Oxidant in the Site‐Selective Functionalization of sp³ C–H Bonds

Peroxydisulfate as an Oxidant in the Site‐Selective Functionalization of sp³ C–H Bonds

Ammonium Peroxydisulfate

Ammonium Peroxydisulfate

Contact Info

Product

Resources

About

Regiospecific ?-oxygenation of alkanesulfonamides

Cited by 3 publications

References 4 publications

Peroxydisulfate as an Oxidant in the Site‐Selective Functionalization of sp3 C–H Bonds

Peroxydisulfate as an Oxidant in the Site‐Selective Functionalization of sp3 C–H Bonds

Ammonium Peroxydisulfate

Ammonium Peroxydisulfate

Contact Info

Product

Resources

About

Peroxydisulfate as an Oxidant in the Site‐Selective Functionalization of sp³ C–H Bonds

Peroxydisulfate as an Oxidant in the Site‐Selective Functionalization of sp³ C–H Bonds