57357-20-7

Basic information

• Product Name: BIS(TERT-BUTYLCARBONYLOXY)IODOBENZENE 97
• Synonyms: BIS(TERT-BUTYLCARBONYLOXY)IODOBENZENE 97;(di-tert-butylcarbonyloxyiodo)benzol;(Di-tert-butylcarbonyloxyiodo)benzol, 2,2-Dimethylpropanoic acid, phenyliodine complex, Bis(2,2-dimethylpropanoato-O)phenyliodide, Di-(Pivaloyloxy)iodobenzene;Bis(tert-butylcarbonyloxy)iodobenzene 97%;Iodine, bis(2,2-dimethylpropanoato-κO)phenyl-;phenyl-l3-iodanediyl bis(2,2-dimethylpropanoate)
• CAS NO: 57357-20-7
• Molecular Formula: C₁₆H₂₃IO₄
• Molecular Weight: 406.254
• Mol File: 57357-20-7.mol
• Article Data: 11

Chemical Properties

• Melting Point: 104-109 °C
• Appearance: /
• CAS DataBase Reference: BIS(TERT-BUTYLCARBONYLOXY)IODOBENZENE 97(CAS DataBase Reference)
• NIST Chemistry Reference: BIS(TERT-BUTYLCARBONYLOXY)IODOBENZENE 97(57357-20-7)
• EPA Substance Registry System: BIS(TERT-BUTYLCARBONYLOXY)IODOBENZENE 97(57357-20-7)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 57357-20-7(Hazardous Substances Data)

Usage

Uses

Rh2(esp)2: An Exceptionally Efficient and Selective Catalyst for C-H AminationReagent for:Preparation of α,β-unsaturated-γ-lactams via Rh-catalyzed C-H amination of allene carbamates, then Ru-catalyzed cyclocarbonylationPalladium-catalyzed diaminationPreparation of functionalized bicyclic heterocyclic compounds by rhodium-catalyzed allene amidation and cyclizationPreparation of piperidine and pyrrolidine derivatives via copper-catalyzed intramolecular aminoacetoxylation of aminoolefinsC-H acyloxylation of arenesHypervalent iodine oxidant

Upstream product

• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 75-98-9 Trimethylacetic acid 
• 815-17-8 trimethylpyruvic acid 
• 591-50-4 iodobenzene 

Downstream Products

• 98-86-2 acetophenone 
• 1196712-45-4 5,5-dimethyl-1-tosylpiperidin-3-yl pivalate 
• 1196712-23-8 5-fluoro-3,3-dimethyl-1-tosylpiperidine 
• 1232693-12-7 C₂₂H₃₁NO₂Si 
• 1232693-15-0 C₂₃H₃₃NO₃Si 
• 1232693-17-2 (PivO)(Me)C₆H₃Si(iPr)2C₅H₄N 
• 1232693-20-7 C₂₃H₃₃NO₂Si 
• 1232693-24-1 C₂₄H₃₅NO₂Si 
• 1232693-28-5 C₂₂H₃₀ClNO₂Si 
• 1232693-27-4 C₂₂H₃₀FNO₂Si 
• 1232693-29-6 C₂₂H₃₀BrNO₂Si 
• 1232693-30-9 C₂₃H₃₂FNO₂Si 
• 1232693-31-0 C₂₃H₃₂ClNO₂Si 
• 1232693-32-1 C₂₉H₄₃NO₄Si 

Relevant articles and documents

A benzene-bridged divanadium complex-early transition metal catalyst for alkene alkylarylation with PhI(O2CR)2viadecarboxylation

The synthesis, structure and catalytic activity of a benzene-bridged divanadium complex were comprehensively studied. The reduction of (Nacnac)VCl2(1) (Nacnac = (2,6-iPr2C6H3NCMe)2HC) supported by β-diketiminate with potassium graphite (KC8) by employing benzene as the solvent allows access to the benzene-bridged inverted-sandwich divanadium complex (μ-η6:η6-C6H6)[V(Nacnac)]2(2a), which can catalyze alkene alkylarylation with hypervalent iodine(iii) reagents (HIRs)viadecarboxylation to generate regioselectively diverse indolinones. Furthermore, the mild nature of this reaction was amenable to a wide range of functionalities on alkenes and HIRs. Mechanistic studies revealed a relay sequence of decarboxylative radical alkylation/radical arylation/oxidative re-aromatization.

Direct β-C(sp3)-H Acetoxylation of Aliphatic Carboxylic Acids

The controlled construction of defined oxidation patterns is one of the key aspects in the synthesis of natural products and bioactive molecules. Towards this goal, we herein report a novel protocol for the Pd-catalyzed direct β-C(sp3)-H acetoxylation of aliphatic carboxylic acids. The protocol enables the use of free carboxylic acids in one step and without the need of introducing specialized strong directing groups. In our studies, we found that the use of a "traceless base" was crucial for the development of a synthetically useful transformation. Furthermore, the synthetic utility of the products obtained was demonstrated by their use in subsequent transformations.

Peptidomimetic synthesis by way of diastereoselective iodoacetoxylation and transannular amidation of 7-9-membered lactams

Azacyclo-and azabicycloalkanone peptidomimetics were synthesized regio-and diastereoselectively by iodoacetoxylation and transannular amidation reactions on unsaturated lactam precursors contingent on ring size olefin position solvent and hypervalent iodi