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

Autor: Hyung-Geun Lee, Sang-Gyeong Lee, Bo Ram Kim, Gi Hyeon Sung, Jeum-Jong Kim, Kwang‐Ju Jung, Seung-Beom Kang, Yong-Jin Yoon
Rok vydání: 2013
Předmět:
Zdroj: Tetrahedron. 69:10331-10336
ISSN: 0040-4020
DOI: 10.1016/j.tet.2013.10.007
Popis: We demonstrated the synthesis of β-ketonitriles, α,β-alkynones, and biscarbinols using tert-butoxide-assisted C(C O)–C (i.e., acyl–C) coupling of esters under ambient conditions. tert-Butoxide-assisted C(C O)–C (i.e., 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 rapid, facile, and efficient process under ambient conditions, and use of cheap and stable starting materials.
Databáze: OpenAIRE