Synthesis of cyclobuteniminium salts derived from aldo-keteniminium salts and study of their reactivity in Diels-Alder reaction

Lumbroso, Alexandre; ÇATAK, ŞARON; Sulzer-Mossé, Sarah; De Mesmaeker, Alain

doi:10.1016/j.tetlet.2014.10.013

Synthesis of cyclobuteniminium salts derived from aldo-keteniminium salts and study of their reactivity in Diels-Alder reaction

Lumbroso A., ÇATAK Ş., Sulzer-Mossé S., De Mesmaeker A.

Tetrahedron Letters, cilt.55, sa.49, ss.6721-6725, 2014 (SCI-Expanded, Scopus)

Yayın Türü: Makale / Tam Makale
Cilt numarası: 55 Sayı: 49
Basım Tarihi: 2014
Doi Numarası: 10.1016/j.tetlet.2014.10.013
Dergi Adı: Tetrahedron Letters
Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
Sayfa Sayıları: ss.6721-6725
Anahtar Kelimeler: 'Aldo'-keteniminium salts, Cyclobuteniminiums, Cyclobutenone, DFT calculations, Diels-Alder reaction, [2+2] cycloaddition
Boğaziçi Üniversitesi Adresli: Evet

Özet

The synthesis of broad scope of novel monosubstituted cyclobuteniminium salts derived from aldo-keteniminium salts and acetylene or 1-propyne is described. The reactivity of cyclobuteniminium salts in Diels-Alder reactions has been studied in detail by DFT calculations and by performing competition reaction with cyclobutenone derivatives.