Copper-Catalyzed Tandem Multi-Component Approach to 1,3-Oxazines at Room Temperature by Cross-Dehydrogenative Coupling Using Methanol as C1 Feedstock

Synlett ◽  
2018 ◽  
Vol 29 (09) ◽  
pp. 1171-1175 ◽  
Author(s):  
Paran Borpatra ◽  
Mohit Deb ◽  
Pranjal Baruah

A copper(II)-catalyzed multi-component one-pot approach for the synthesis of 1,3-oxazines at room temperature is reported here. Methanol is used as the solvent as well as the carbon source. The methylene carbon of the oxazine product comes from methanol via formaldehyde. tert-Butyl hydroperoxide is used as the oxidant. The reaction uses an environmentally benign metal catalyst and oxidant. No inert atmosphere or precaution is required for the reaction. Most importantly, the reaction avoids the use of carcinogenic formaldehyde.

2020 ◽  
Vol 7 (2) ◽  
pp. 217-225
Author(s):  
Fatemeh K. Damghani ◽  
Hamzeh Kiyani ◽  
Seied A. Pourmousavi

A one-pot three-component reaction promoted by choline chloride: zinc(II) chloride deepeutectic solvent (ChCl-ZnCl2 DES) in an aqueous medium for the synthesis of several merocyanin dyes based on isoxazol-5(4H)-ones is presented. This three-component approach is efficient, clean, experimentally simple, convenient, safe, and environmentally friendly. This reaction was performed at room temperature without using energy sources such as heat, microwave and ultrasound waves. Nonuse of toxic solvents, available materials, one-vessel, no wasted reagents, simple preparation, and recyclability of DES are other important points of this method that is significant from the perspective of green chemistry.


2017 ◽  
Vol 13 ◽  
pp. 2023-2027 ◽  
Author(s):  
Hao Wang ◽  
Cui Chen ◽  
Weibing Liu ◽  
Zhibo Zhu

We developed a direct vicinal difunctionalization of alkenes with iodine and TBHP at room temperature. This iodination and peroxidation in a one-pot synthesis produces 1-(tert-butylperoxy)-2-iodoethanes, which are inaccessible through conventional synthetic methods. This method generates multiple radical intermediates in situ and has excellent regioselectivity, a broad substrate scope and mild conditions. The iodine and peroxide groups of 1-(tert-butylperoxy)-2-iodoethanes have several potential applications and allow further chemical modifications, enabling the preparation of synthetically valuable molecules.


2010 ◽  
Vol 8 (2) ◽  
pp. 320-325 ◽  
Author(s):  
Santosh Katkar ◽  
Pravinkumar Mohite ◽  
Lakshman Gadekar ◽  
Balasaheb Arbad ◽  
Machhindra Lande

AbstractA rapid and an efficient one-pot method for the synthesis of quinoxalines catalysed by ZnO-beta zeolite at room temperature is described. This environmentally benign method provides several advantages over methods that are currently employed such as a simple work-up, mild reaction conditions, good to excellent yields, and a process to recover and reuse the catalyst for several cycles with consistent activity.


2021 ◽  
Vol 18 ◽  
Author(s):  
Yatin U. Gadkari ◽  
Rajesh D. Shanbhag ◽  
Vikas N. Telvekar

: An efficient methodology for the synthesis of 1,3-thiazolidin-4-ones using L-Proline as catalyst under aqueous conditions has been developed. The one-pot, multicomponent reaction of aromatic/heterocyclic aldehyde, aromatic amine and thioglycolic acid at room temperature give 1,3-thiazolidin-4-ones in moderate to good yields. Further, the current approach is notably greener than traditional methods with E-factor of 3.1 and the eco scale score of 96. The developed protocol offers several features, such as being simple, environmentally benign, energy-efficient, economical, mild conditions, shorter reaction time.


2020 ◽  
Vol 98 (3) ◽  
pp. 158-163 ◽  
Author(s):  
Toren Hynes ◽  
David S. Hall ◽  
Alexander W.H. Speed ◽  
Jason D. Masuda ◽  
J.R. Dahn

3-R-1,4,2-dioxazol-5-ones are a class of compounds that are increasingly finding diverse uses, including as regioselective amidation reagents and as electrolyte additives that enable long cycling lifetimes in rechargeable lithium-ion batteries. Conventional methods for their synthesis tend to be slow and time-consuming, requiring isolation and thorough drying of a hydroxamic acid intermediate, followed by a separate cyclization step with N,N′-carbonyldiimidazole. Furthermore, the cyclization is typically performed in dichloromethane, an environmentally harmful solvent. This work demonstrates a new one-pot method for the synthesis of these compounds that eliminates the need for isolation of the intermediate or the use of halogenated solvents. The reaction is mainly performed using environmentally benign ethyl acetate and a relatively small amount of N,N-dimethylformamide. The reaction proceeds readily at room temperature and requires no expensive metal catalysts to function.


2008 ◽  
Vol 3 ◽  
pp. 15-24 ◽  
Author(s):  
Vilas Ganpat Pol ◽  
Swati Vilas Pol ◽  
Aharon Gedanken

The two dimensional nanoplates of WSe2 and MoSe2 are the result of solid-state thermal (750oC) reaction between micrometer-sized W or Mo with micro-size Se powder under inert atmosphere via carving phenomena in a closed reactor. This is a distinct top-down approach presented for the fabrication of inorganic nanoplates, where micron-sized metal particles having very high melting and boiling points are converted into a Se–M–Se sandwich structure employing a single-step, scalable, and environmentally- friendly chemical reaction under autogenic pressure at elevated temperature (RAPET). The mechanistic elucidation of the creation of WSe2/MoSe2 nanoplates is suggested on the basis of the crystal structure with the support of data obtained from compositional, structural, and morphological characterizations.


ChemInform ◽  
2012 ◽  
Vol 43 (30) ◽  
pp. no-no
Author(s):  
Lian-Yan Liao ◽  
Gang Shen ◽  
Xue Zhang ◽  
Xin-Fang Duan

2014 ◽  
Vol 67 (6) ◽  
pp. 949 ◽  
Author(s):  
Abdolali Alizadeh ◽  
Fahimeh Bayat ◽  
Long-Guan Zhu

A concise and efficient sequential four-component approach to oxa-aza[3.3.3]propellanes has been developed by reaction of aryl isothiocyanates, malonate compounds, ninhydrin, and malononitrile in the presence of NaH in DMF. The value of this method lies in its regioselectivity, good yields, lack of a metal-catalyst, ease of handling, and creating five new bonds in one operation. No inert atmosphere or separation by column chromatography is necessary.


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