Synthetic exploitation of halogenated alkenes containing an electron-withdrawing group: synthesis of alpha-chlorohydrazones and ketene aminals by regiospecific reactions of in situ generated imide chlorides

Tuyun, Amaç

doi:10.1016/j.tetlet.2014.02.038

Synthetic exploitation of halogenated alkenes containing an electron-withdrawing group: synthesis of alpha-chlorohydrazones and ketene aminals by regiospecific reactions of in situ generated imide chlorides

Atıf İçin Kopyala

Tuyun A. F.

TETRAHEDRON LETTERS, cilt.55, sa.13, ss.2085-2089, 2014 (SCI-Expanded)

Yayın Türü: Makale / Tam Makale
Cilt numarası: 55 Sayı: 13
Basım Tarihi: 2014
Doi Numarası: 10.1016/j.tetlet.2014.02.038
Dergi Adı: TETRAHEDRON LETTERS
Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
Sayfa Sayıları: ss.2085-2089
İstanbul Üniversitesi Adresli: Hayır

Özet

A concise approach for the construction of ketene aminals and alpha-chlorohydrazones has been developed. It involves reactions of the regiodefined gem-dihalo nitrovinyl compound of in situ generated imide chlorides in different media with primary arylamines being dependent on the aryl groups. A range of ketene aminals and alpha-chlorohydrazones are obtained in good to high yields. In addition, alpha-aminohydrazones are prepared by using alpha-chlorohydrazones as the precursors. (C) 2014 Elsevier Ltd. All rights reserved.