TY - JOUR
T1 - Acetic Anhydride-Acetic Acid as a New Dehydrating Agent of Aldoximes for the Preparation of Nitriles
T2 - Preparation of 2-Cyanoglycals
AU - Mabasa, Tommy F.
AU - Mabasa, Jackie
AU - Simelane, Mthokozisi
AU - Vatsha, Banele
AU - Makhubela, Banothile C.E.
AU - Kinfe, Henok H.
N1 - Publisher Copyright:
© 2020 Georg Thieme Verlag. All rights reserved.
PY - 2020/6/17
Y1 - 2020/6/17
N2 - Glycals, 1,2-unsatrated carbohydrates, are versatile building blocks for the synthesis of various scaffolds. Despite their potential to serve as suitable precursors in diversity-oriented synthesis, 2-cyanoglycals are less explored in terms of their synthesis and derivatization. Herein, we report a combination of Ac 2 O and AcOH as new and efficient dehydrating agent of aldoximes for the synthesis of 2-cyanoglycals. In comparison to the conventional dehydrating system of Ac 2 O-base (such as NaOH, NaOAc and K 2 CO 3), the current protocol provides superior yields and faster reaction rates. The scope and limitations of the dehydrating system are investigated.
AB - Glycals, 1,2-unsatrated carbohydrates, are versatile building blocks for the synthesis of various scaffolds. Despite their potential to serve as suitable precursors in diversity-oriented synthesis, 2-cyanoglycals are less explored in terms of their synthesis and derivatization. Herein, we report a combination of Ac 2 O and AcOH as new and efficient dehydrating agent of aldoximes for the synthesis of 2-cyanoglycals. In comparison to the conventional dehydrating system of Ac 2 O-base (such as NaOH, NaOAc and K 2 CO 3), the current protocol provides superior yields and faster reaction rates. The scope and limitations of the dehydrating system are investigated.
KW - 2-cyanoglycals
KW - aldoximes
KW - nitriles
UR - http://www.scopus.com/inward/record.url?scp=85085997861&partnerID=8YFLogxK
U2 - 10.1055/s-0040-1708007
DO - 10.1055/s-0040-1708007
M3 - Article
AN - SCOPUS:85085997861
SN - 0936-5214
VL - 31
SP - 991
EP - 996
JO - Synlett
JF - Synlett
IS - 10
ER -