Mn(II)-catalyzed synthesis of benzo[f]indole-4,9-diones via vinyl azides and 2-hydroxynaphthoquinone
摘要:
A novel, convenient and economical protocol to prepare polyfunctionalized benzo[f]indole-4,9-diones catalyzed by Mn(II) acetate from vinyl azides and 2-hydroxynaphthoquinone has been achieved. This reaction proceeded in good to excellent yields for a wide range of vinyl azides, and a possible mechanism has also been proposed. (C) 2015 Published by Elsevier Ltd.
An efficient method for the synthesis of polyfunctional imidazoles from vinyl azides and amidine has been developed. Starting from vinyl azide and amidine, this transformation proceeds without any additives and the obtained imidazoles can be decorated with ester functional group that is a promising site for further modification.
A manganese(II) acetate‐catalyzed domino reaction of vinyl azides and 4‐hydroxycoumarin has been developed for the synthesis of polyfunctionalized spirofuranone‐lactams. A wide range of vinyl azides are capable of providing the desired spirofuranone‐lactams in good to excellent yields. The reaction was achieved via thermal decomposition of vinyl azides to 2H‐azirines, followed by an intramolecular
A facile approach to polysubstituted pyrazoles from hydrazonyl chlorides and vinyl azides
作者:Hongbin Zou、Huajian Zhu、Jiaan Shao、Jianwei Wu、Wenteng Chen、Marc A. Giulianotti、Yongping Yu
DOI:10.1016/j.tet.2011.04.103
日期:2011.7
A novel and facile approach to polysubstituted pyrazoles from readily synthesized hydrazonyl chlorides and vinyl azides was developed. The reaction was regiospecific and proceeded under mild conditions in the presence of base. (C) 2011 Elsevier Ltd. All rights reserved.
Tuning the Annulation Reactivity of Vinyl Azides and Carbazates: A Divergent Synthesis of Aza-pyrimidinones and Imidazoles
A divergent cascade annulation has been developed using readily available vinyl azides and carbazates with a wide range of substituents. Vinyl azides were successfully applied as bifunctional partners to prepare aza-pyrimidinones via 6-ring closure with carbazates as well as to construct polyfunctionalized imidazoles via 5-ring closure with N-substituted carbazates. The aza-heterocycles were obtained with high levels of chemoselectivity and excellent yields.
Mn(II)-catalyzed synthesis of benzo[f]indole-4,9-diones via vinyl azides and 2-hydroxynaphthoquinone
A novel, convenient and economical protocol to prepare polyfunctionalized benzo[f]indole-4,9-diones catalyzed by Mn(II) acetate from vinyl azides and 2-hydroxynaphthoquinone has been achieved. This reaction proceeded in good to excellent yields for a wide range of vinyl azides, and a possible mechanism has also been proposed. (C) 2015 Published by Elsevier Ltd.