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1H-Imidazole, 1-(2-azidophenyl)-, also known as 1-(2-azidophenyl)imidazole, is a reactive intermediate that undergoes flash vacuum pyrolysis (FVP) to form imidazo[1,2-a]benzimidazole through a highly regioselective nitrene insertion into the 2-CH bond of the imidazole ring. This transformation is supported by X-ray crystallography and NMR spectroscopy, confirming the structural integrity of the product. 1H-Imidazole, 1-(2-azidophenyl)- serves as a precursor in the synthesis of polycyclic fused heterocycles.

192927-28-9

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192927-28-9 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 192927-28-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,9,2,9,2 and 7 respectively; the second part has 2 digits, 2 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 192927-28:
(8*1)+(7*9)+(6*2)+(5*9)+(4*2)+(3*7)+(2*2)+(1*8)=169
169 % 10 = 9
So 192927-28-9 is a valid CAS Registry Number.

192927-28-9Downstream Products

192927-28-9Relevant articles and documents

Sequential decarboxylative azide-alkyne cycloaddition and dehydrogenative coupling reactions: One-pot synthesis of polycyclic fused triazoles

Bharathimohan, Kuppusamy,Ponpandian, Thanasekaran,Ahamed, A. Jafar,Bhuvanesh, Nattamai

, p. 3031 - 3037 (2014)

Herein, we describe a one-pot protocol for the synthesis of a novel series of polycyclic triazole derivatives. Transition metalcatalyzed decarboxylative CuAAC and dehydrogenative cross coupling reactions are combined in a single flask and achieved good yi

Gas-phase pyrolysis of 1-(2-azidophenyl)imidazole

Blake, Alexander J.,Clark, Bernard A. J.,McNab, Hamish,Sommerville, Craig C.

, p. 1605 - 1608 (1997)

Flash vacuum pyrolysis (FVP) of the azide 4 leads to imidazo[1,2-a]benzimidazole 8 exclusively, via highly regioselective insertion of the triplet nitrene intermediate 5 into the 2-CH bond of the imidazole ring. The X-ray crystal structure and NMR spectro

A catalytic intramolecular nitrene insertion into a copper(i)-N-heterocyclic carbene bond yielding fused nitrogen heterocycles

Fauché, Kévin,Nauton, Lionel,Jouffret, Laurent,Cisnetti, Federico,Gautier, Arnaud

, p. 2402 - 2405 (2017/02/23)

N-(2-Azidophenyl)azolium salts were easily prepared and reacted with copper(i) under conditions allowing the formation of NHC complexes. Under these conditions, the formation of benzimidazo-fused heterocycles occurred under catalytic, efficient and very mild conditions. This reaction is proposed to proceed via dinitrogen elimination and imido/nitrene-NHC cyclization.

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