52123-65-6

Upstream product

• 10218-84-5 N,N-dichloroisopropylamine 
• 586-96-9 Nitrosobenzene 
• 98-95-3 nitrobenzene 
• 75-31-0 isopropylamine 
• 135-20-6 cupferron 
• 920-39-8 isopropylmagnesium bromide 
• 16046-28-9 N'-p-Toluolsulfonyloxy-N-phenyl-diimid-N-oxid 
• 16046-28-9 N-Phenyl-N'-tosyloxydiimid-N-oxid 
• 77613-41-3 C₄H₁₀N₂O₂ 

Downstream Products

• 139215-28-4 2-isopropyl-3-phenyl-2H-indazole 

Relevant academic research and scientific papers

Rh(III)-Catalyzed Regio- and Chemoselective [4 + 1]-Annulation of Azoxy Compounds with Diazoesters for the Synthesis of 2H-Indazoles: Roles of the Azoxy Oxygen Atom

A Rh(III)-catalyzed tandem C-H alkylation/intramolecular decarboxylative cyclization of azoxy compounds with diazoesters for the synthesis of 3-acyl-2H-indazoles is disclosed. The azoxy instead of the azo group enables a distinct approach for cyclative capture, leading to a [4 + 1]-annulation rather than a classic [4 + 2] manner. The azoxy oxygen atom is traceless after annulation, and further removal from the product is not required. This reaction features a complete regioselectivity for unsymmetrical azoxybenzenes and a compatibility of monoaryldiazene oxides.

Rh(III)-Catalyzed [4 + 1]-Annulation of Azoxy Compounds with Alkynes: A Regioselective Approach to 2H-Indazoles

A rhodium-catalyzed regioselective C-H activation/cyclization of azoxy compounds with alkynes has been disclosed to construct a variety of 2H-indazoles. A [4 + 1]-cycloaddition rather than a normal [4 + 2] mode is observed in the process of cyclative capture along with an oxygen-atom transfer and a C≡C triple bond cleavage. This protocol features a broad substrate scope, a good functional group tolerance, and an exclusive regioselectivity.

N-LITHIUM DERIVATIVES OF ALIPHATIC AMINES IN THE SYNTHESIS OF 1-ALKYL-2-PHENYLDIAZENE 2-OXIDES

Magnesium derivatives of aliphatic amines containing α-hydrogen atoms, in contrast to t-BuNHMgBr, do not form phenylaliphatic diazene oxides upon reaction with nitrobenzene, but rather reduce it to azobenzene and azoxybenzene.Asymmetric diazene oxides are formed when the magnesium derivatives are replaced by lithium derivatives.The reaction of t-BuNHLi with dimethylnitramine gives 1,3,5-trimethyl-1,3,5-triazacyclohexane.

THE FORMATION OF AZOXYALKANES IN REACTIONS OF SOME ORGANOMETALLIC REAGENTS WITH N-nitroso-O,N-DIALKYLHYDROXYLAMINES: THE NONPHOTOCHEMICAL SYNTHESIS OF AN ACYCLIC (E)-AZOXYALKANE

Azoxyalkanes were found to be regiospecifically formed in the reactions of some alkyllithium and Grignard reagents with N-nitroso-O,N-dialkylhydroxylamines.Remarkably, although (Z)-stereomers were usually produced, in one case the (E)-isomer was predominant.