Intermolecular heterocyclization of alkynones with 2-mercaptoacetaldehyde under metal-free conditions: synthesis of 2,3-disubstituted thiophenes
TETRAHEDRON LETTERS, cilt.56, sa.40, ss.5386-5389, 2015 (SCI-Expanded, Scopus)
- Yayın Türü: Makale / Tam Makale
- Cilt numarası: 56 Sayı: 40
- Basım Tarihi: 2015
- Doi Numarası: 10.1016/j.tetlet.2015.07.090
- Dergi Adı: TETRAHEDRON LETTERS
- Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
- Sayfa Sayıları: ss.5386-5389
- Anahtar Kelimeler: Alkynes, Cyclization, Alkynones, 2-Mercaptoacetaldehyde, 2,3-Disubstituted thiophenes, ONE-POT SYNTHESIS, FACILE SYNTHESIS, SUBSTITUTED THIOPHENES, HIGH-EFFICIENCY, ORGANIC-DYES, DERIVATIVES, LORNOXICAM, ANNULATION, POLYMERS, FURANS
- Orta Doğu Teknik Üniversitesi Adresli: Evet
Özet
A concise and regioselective approach for the synthesis of 2,3-disubstituted thiophene derivatives has been developed. The synthetic strategy relies on the reaction of an in situ generated 2-mercaptoacetaldehyde with various alkynones. Furthermore, we calculated the energy gap between the HOMO and the LUMO orbitals of all compounds and observed that the introduction of a strong electron-withdrawing group decreased the HOMO-LUMO energy gap. (C) 2015 Elsevier Ltd. All rights reserved.