Nucleophilicity parameters for alkyl and aryl isocyanides

VV Tumanov, AA Tishkov, H Mayr

Index: Tumanov, Vasily V.; Tishkov, Alexander A.; Mayr, Herbert Angewandte Chemie - International Edition, 2007 , vol. 46, # 19 p. 3563 - 3566

Full Text: HTML

Citation Number: 46

Abstract

Alkyl and aryl isocyanides have a unique carbene-like structure with a formally divalent carbon atom. Their electronic structure can be represented by the resonance formula 1'and 1''. They are readily accessible by a variety of methods and are important substrates for several useful synthetic transformations including the Passerini and Ugi reactions.[1] Many of these reactions proceed by the attack of a carbon electrophile at the isocyano group,[2] ...

Related Articles:

Zn (OTf) 2—catalyzed direct cyanation of benzylic alcohols—a novel synthesis of α-aryl nitriles

[Theerthagiri, Palani; Lalitha, Appaswami Tetrahedron Letters, 2012 , vol. 53, # 41 p. 5535 - 5538]

The structure and toxicity of DDT insecticides

[Rogers et al. Journal of the American Chemical Society, 1953 , vol. 75, p. 2991,2999]

Syntheses of arylacetone and arylacetonitrile by Friedel-Crafts reaction with. ALPHA.-chloro-. ALPHA.-(methylthio)-substituted acetone and acetonitrile.

[Tamura, Yasumitsu; Choi, Hong Dae; Mizutani, Masako; Ueda, Yuko; Ishibashi, Hiroyuki Chemical and Pharmaceutical Bulletin, 1982 , vol. 30, # 10 p. 3574 - 3579]

Aromatic electrophilic substitution by Pummerer rearrangement intermediates

[Bates,D.K. Journal of Organic Chemistry, 1977 , vol. 42, # 21 p. 3452 - 3454]

More Articles...