TMSOTf-mediated approach to 1,3-oxazin-2-one skeleton through one-pot successive reduction-[4 + 2] cyclization process of imides with ynamides
作者:Chen-Chen Zhang、Zhi-Peng Huo、Mei-Lin Tang、Yong-Xi Liang、Xun Sun
DOI:10.1016/j.tetlet.2021.152946
日期:2021.3
A one-pot approach to access functionalized 1,3-oxazin-2-one skeleton has been developed through successive reduction and subsequent [4 + 2] cyclization process of N-Boc lactams with ynamides by TMSOTf. As a result, a number of five to seven membered ring fused bicyclic [1,2-c][1], [3]oxazin-1-ones 12a-m and tricyclic derivatives 13a-f were obtained in moderate to excellent yields with excellent regioselectivities
Scope and Mechanism of a True Organocatalytic Beckmann Rearrangement with a Boronic Acid/Perfluoropinacol System under Ambient Conditions
作者:Xiaobin Mo、Timothy D. R. Morgan、Hwee Ting Ang、Dennis G. Hall
DOI:10.1021/jacs.8b01618
日期:2018.4.18
enylboronic acid were identified as efficient catalysts for the direct and chemoselective activation of oxime N-OH bonds in the Beckmann rearrangement. This classical organic reaction provides a unique approach to prepare functionalized amide products that may be difficult to access using traditional amide coupling between carboxylic acids and amines. Using only 5 mol % of boronic acid catalyst and
Eine neue Methode zur Reduktion eines Amids zum Amin mit der gleichen Anzahl von Kohlenstoffatomen
作者:A. Uffer、E. Schlittler
DOI:10.1002/hlca.19480310526
日期:——
An Hand von 9 Beispielen wird gezeigt, dass sich Säureamide im allgemeinen leicht mit Lithium-Aluminium-Hydrid zu den entspre-chenden Aminen reduzieren lassen.
9个实施例表明,通常可以用氢化锂铝将酰胺容易地还原为相应的胺。
An Electrochemical Beckmann Rearrangement: Traditional Reaction via Modern Radical Mechanism
作者:Li Tang、Zhi‐Lv Wang、Yan‐Hong He、Zhi Guan
DOI:10.1002/cssc.202001553
日期:2020.9.18
electrochemical Beckmannrearrangement, i. e. the direct electrolysis of ketoximes to amides, is presented for the first time. Using a constant current as the driving force, the reaction can be easily carried out under neutral conditions at room temperature. Based on a series of mechanistic studies, a novel radical Beckmannrearrangementmechanism is proposed. This electrochemical Beckmannrearrangement does
Autoxidation of N-alkylamides. Part I. N-Acylamides as oxidation products
作者:M. V. Lock、B. F. Sagar
DOI:10.1039/j29660000690
日期:——
Products of the thermal and photosensitised autoxidation of N-alkyl- and NN-dialkyl-amides have been identified. N-n-Alkylamides yield principally N-acylamides, primary amides, and N-formylamides, as a result of initial abstraction of a hydrogen atom from the carbon adjacent to nitrogen. Formation of N-formylamides, and of N-acylamides from N-s-alkylamides, involves C(1)–C(2) bond scission in an N-alkyl