Tetrahedron

Synthesis of β-ketonitriles, α, β-alkynones and biscabinols from esters using tert-butoxide-assisted C (O)–C (ie, acyl–C) coupling under ambient conditions

BR Kim, HG Lee, SB Kang, KJ Jung, GH Sung, JJ Kim…

Index: Kim, Bo Ram; Lee, Hyung-Geun; Kang, Seung-Beom; Jung, Kwang-Ju; Sung, Gi Hyeon; Kim, Jeum-Jong; Lee, Sang-Gyeong; Yoon, Yong-Jin Tetrahedron, 2013 , vol. 69, # 48 p. 10331 - 10336

Full Text: HTML

Citation Number: 4

Abstract

We demonstrated the synthesis of β-ketonitriles, α,β-alkynones, and biscarbinols using tert-butoxide-assisted C(C O)–C (ie, acyl–C) coupling of esters under ambient conditions. tert-Butoxide-assisted C(C O)–C (ie, acyl–C) coupling of esters with cyanomethylenes and acetylenes under transition metal-free ambient conditions gives β-ketonitriles, α,β-alkynones and/or aryl bis(phenylethynyl)carbinols in moderate-to-good yields. It is noteworthy that this is a ...