22779-89-1Relevant academic research and scientific papers
Direct synthesis of benzoxazinones via Cp*Co(III)-catalyzed C–H activation and annulation of sulfoxonium ylides with dioxazolones
Yu, Yongqi,Xia, Zhen,Wu, Qianlong,Liu, Da,Yu, Lin,Xiao, Yuanjiu,Tan, Ze,Deng, Wei,Zhu, Gangguo
supporting information, p. 1263 - 1266 (2020/10/08)
A highly novel and direct synthesis of benzoxazinones was developed via Cp*Co(III)-catalyzed C–H activation and [3 + 3] annulation between sulfoxonium ylides and dioxazolones. The reaction is conducted under base-free conditions and tolerates various functional groups. Starting from diverse readily available sulfoxonium ylides and dioxazolones, a variety of benzoxazinones could be synthesized in one step in 32%-75% yields.
An Environmentally Sustainable Mechanochemical Route to Hydroxamic Acid Derivatives
Mocci, Rita,De Luca, Lidia,Delogu, Francesco,Porcheddu, Andrea
supporting information, p. 3135 - 3144 (2016/10/09)
An operationally simple, and cost efficient conversion of carboxylic acids into hydroxamic acid derivatives via a high-energy mechanochemical activation is presented. This ball milling methodology was applied to a wide variety of carboxylic acids dramatically improving purification issues associated with this class of molecules, which still remain one of the main bottlenecks of classical methodologies. (Figure presented.).
Photoorganocatalytic One-Pot Synthesis of Hydroxamic Acids from Aldehydes
Papadopoulos, Giorgos N.,Kokotos, Christoforos G.
, p. 6964 - 6967 (2016/05/11)
An efficient one-pot synthesis of hydroxamic acids from aldehydes and hydroxylamine is described. A fast, visible-light-mediated metal-free hydroacylation of dialkyl azodicarboxylates was used to develop the subsequent addition of hydroxylamine hydrochloride. A range of aliphatic and aromatic aldehydes were employed in this reaction to give hydroxamic acids in high to excellent yields. Application of the current methodology was demonstrated in the synthesis of the anticancer medicine vorinostat.
A two-step tandem reaction to prepare hydroxamic acids directly from alcohols
Dettori, Giovanna,Gaspa, Silvia,Porcheddu, Andrea,De Luca, Lidia
supporting information, p. 4582 - 4585 (2014/06/24)
The first synthesis of hydroxamic acids from alcohols has been developed. Both benzylic and aliphatic alcohols can be tolerated and applied in this reaction. The methodology is economical, environmentally benign and high yielding. This journal is
Introducing catalytic lossen rearrangements: Sustainable access to carbamates and amines
Kreye, Oliver,Wald, Sarah,Meier, Michael A. R.
supporting information, p. 81 - 86 (2013/03/13)
A new, highly efficient and environmentally benign catalytic variant of the Lossen rearrangement is described. Dimethyl carbonate (DMC) as green activation reagent of hydroxamic acids in presence of catalytic amounts of tertiary amine bases {1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD), 1,8-biazabicyclo 5.4.0 undec-7-ene (DBU), 1,4-diazabicyclo[2.2.2]octane (DABCO), and triethylamine} and small quantities of methanol initiate the rearrangement. Methyl carbamates were obtained in good to moderate yields when aliphatic hydroxamic acids were employed in this catalytic Lossen rearrangement; under the same conditions aromatic hydroxamic acids yielded anilines. Notably, the mixture of DMC/methanol was recycled several times without observing decreased yields, thus minimizing the produced waste. Moreover, several other organic carbonates were successfully employed in the introduced catalytic Lossen rearrangement procedure. Copyright
A convenient method for the preparation of hydroxamic acids
Reddy,Kumar,Reddy
, p. 6285 - 6288 (2007/10/03)
A one-step conversion of carboxylic acid to hydroxamic acid, under neutral pH conditions is described. This simple, selective and efficient method was applied to a wide range of aliphatic/aromatic carboxylic acid derivatives that contain hydroxyl, halo, ester and other base sensitive groups as substituents. The method utilizes cheaply available reagents and hence it is a practical and cost effective strategy, compared to the other methods available in the literature. (C) 2000 Elsevier Science Ltd.
Kinetics of Thermal and Hydrolitic Decomposition of 1,3,4-Dioxazol-2-one Derivatives
Mitra, Smarajit,Overberger, C.G.
, p. 2674 - 2677 (2007/10/02)
The synthesis of model compounds 5 and 6 for the homopolymers of vinyl and isopropenydioxazol-2-ones is described.These compounds are hydrolyzed to hydroxamic acids which can be estimated colorimetrically by complexation with Fe3+.The hydrolitic rates have been determined and the thermolysis rates were followed by measuring undecomposed dioxazolones by the colorimetric method.The isopropyldioxazolone was 100 times faster in thermal decomposition in the bulk than the tert-butyl-substituted one and this difference is reduced in presence of polar solvents.The resulrsexplain the previously observed differences in the thermal stability of the two polymers.
ON THE RATE MAXIMA OBSERVED IN THE ACID-HYDROLYSIS OF SOME ALKYLHYDROXAMIC ACIDS
Buglass, A. J.,Dorr, M.,Juffkins, M.
, p. 3283 - 3284 (2007/10/02)
Rate maxima seen in the acid-hydrolysis of 2,2-dimethyl- and phenylacetohydroxamic acids ere discussed in terms of acid-base equilibria, transition state formation and the different acidity functions that control these steps.
A FACILE PREPARATION OF ALIPHATIC HYDROXAMIC ACID FROM N,N,O-TRIS(TRIMETHYLSILYL)HYDROXYLAMINE AND ACID CHLORIDE
Ando, Wataru,Tsumaki, Hidetoshi
, p. 1053 - 1056 (2007/10/02)
N,N,O-Tris(trimethylsilyl)hydroxylamine reacts readily with various aliphatic acid chlorides under mild conditions to afford the corresponding hydroxamic acids in good yields.
