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CAS 7188-38-7, Cat. No EN300-300704
Reagent for heterocycles synthesis and mild esterification

tert-Butyl Isocyanide

tert-Butyl isocyanide is a key regent for synthesizing many heterocycles and can undergo many cyclization reactions1. It is a colorless liquid, with a strong smell, bench-stable, and soluble in most organic solvents, including methanol, ethanol, ether, toluene, and dichloromethane. Many combinations of 5-member heterocycles with C, N, S, and O atoms, and even boron-containing cycles can be done via [4+1] cycloaddition. Except for heterocyclization, the reagent can be used as a mild esterification reagent, especially in the chemistry of β-lactam antibiotics, penicillins, and cephalosporins. The Passerini reaction with α-geminal polyhalogenated aldehydes allows easy esterification of such intricate substrates.

Synonyms: 2-isocyano-2-methylpropane (ACI); tert-butyl isocyanide (6CI, 7CI, 8CI);1,1-dimethylethyl isocyanide; 1-tert-butylisonitrile; t-butylisocyanide; t-butylisonitrile; tert-butylisonitrile

Selected publication

  1. t-Butyl Isocyanide.

    Eckert H.; Nestl A.; Ugi I.; Marcos C.; Neo A.; Barriga S. Encyclopedia of Reagents for Organic Synthesis 2006. DOI: 10.1002/047084289X.rb391.pub2

 

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