Ortho-lithiophenyl isocyanide: a versatile precursor for 3 H-quinazolin-4-ones and 3 H-quinazolin-4-thiones

AV Lygin, A Meijere

Index: Lygin, Alexander V.; De Meijere, Armin Organic Letters, 2009 , vol. 11, # 2 p. 389 - 392

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Citation Number: 46

Abstract

Isocyanides have found a wide range of applications in organic synthesis,(1) particularly in the synthesis of heterocycles.(2) The electron-withdrawing effect of the isocyano group enhances the acidity of α-C,H bonds, and this was first exploited by Schöllkopf and Gerhart(3) (Figure 1) in 1968. Since then, α-metallated isocyanides have been shown to participate in various types of cocyclizations leading to different nitrogen-containing heterocycles.(4) Conversely, the ...