scholarly journals Unprecedented nucleophile-promoted 1,7-S or Se shift reactions under Pummerer reaction conditions of 4-alkenyl-3-sulfinylmethylpyrroles

2018 ◽  
Vol 14 ◽  
pp. 2722-2729 ◽  
Author(s):  
Takashi Go ◽  
Akane Morimatsu ◽  
Hiroaki Wasada ◽  
Genzoh Tanabe ◽  
Osamu Muraoka ◽  
...  
Keyword(s):  
Successive Reaction ◽  
Reaction Conditions ◽  
Tetrabutylammonium Hydroxide ◽  
Pummerer Reaction ◽  
In Situ Generation ◽  
Shift Reaction

A unique 1,7-S- and Se-shift reaction under Pummerer reaction conditions of 4-alkenyl-3-sulfinyl- and seleninylpyrroles was described. The usual Pummerer reaction of 4-(alkenylaminomethyl)-3-phenylsulfinylpyrroles and a successive reaction with tetrabutylammonium hydroxide (TBAH) yielded either pyrrolo[3,2-c]azepines or N-pyrrol-3-ylmethyl-N-(4-hydroxy-3-sulfanylpropyl)-p-toluenesulfonamides (diols). Seleno-Pummerer reactions of 3-selanylmethylpyrroles also proceeded via in situ generation of selenoxides, followed by a treatment with TBAH.

In situ Generation and Utilization of CO: An Efficient Route towards N-Substituted Saccharin via Carbonylative Cyclization of 2-Iodosulfonamides

Synlett ◽  
2017 ◽  
Vol 28 (15) ◽  
pp. 2000-2003 ◽  
Author(s):  
Bhalchandra Bhanage ◽  
Sujit Chavan ◽  
Adithyaraj K.
Keyword(s):  
Catalyst System ◽  
Reaction Conditions ◽  
Efficient Route ◽  
In Situ Generation

The present protocol demonstrates the synthesis of N-substituted saccharines via carbonylative cyclization of 2-iodosulfonamides using a Pd(OAc)2/Xantphos catalyst system and phenyl formate as a CO source. A variety of saccharin derivatives is synthesized under milder reaction conditions.

scholarly journals Transition-metal-free one-pot synthesis of alkynyl selenides from terminal alkynes under aerobic and sustainable conditions

2017 ◽  
Vol 13 ◽  
pp. 910-918 ◽  
Author(s):  
Adrián A Heredia ◽  
Alicia B Peñéñory
Keyword(s):  
Substitution Reaction ◽  
Alkyl Halides ◽  
Indole Derivatives ◽  
Terminal Alkynes ◽  
Successive Reaction ◽  
One Pot ◽  
Metal Free ◽  
Substituted Acetylenes ◽  
In Situ Generation

Alkynyl selenides were synthesized by a straightforward one-pot and three-step methodology, without the need of diselenides as starting reagents, under an oxygen atmosphere and using PEG 200 as the solvent. This procedure involves the in situ generation of dialkyl diselenides through a K3PO4-assisted reaction of an alkyl selenocyanate obtained by a nucleophilic substitution reaction between KSeCN and alkyl halides. Successive reaction with terminal alkynes in the presence of t-BuOK affords the corresponding alkyl alkynyl selenide in moderate to good yields. Finally, this methodology allowed the synthesis of 2-alkylselanyl-substituted benzofuran and indole derivatives starting from convenient 2-substituted acetylenes.

scholarly journals Mild synthesis of isoxazoline derivatives via an efficient [4 + 1] annulation reaction of transient nitrosoalkenes and sulfur ylides

2021 ◽  
Vol 11 (1) ◽  
Author(s):  
Ting-Bi Hua ◽  
Cheng-Xiong Liu ◽  
Wei-Min Hu ◽  
Long Wang ◽  
Qing-Qing Yang
Keyword(s):  
Reaction Conditions ◽  
Sulfur Ylides ◽  
Basic Reaction ◽  
In Situ Generation

AbstractAn efficient [4 + 1] annulation between α-bromooximes and sulfur ylides via in situ generation of nitrosoalkenes under mild basic reaction conditions has been developed, providing an expeditious and scalable approach to synthesize biologically interesting isoxazoline derivatives with good to excellent yields.

Carbon Monoxide-Driven Osmium Catalyzed Reductive Amination Harvesting WGSR Power

2021 ◽  
Author(s):  
Klim O. Biriukov ◽  
Mikhail M. Vinogradov ◽  
Oleg I Afanasyev ◽  
Dmitry Vasilyev ◽  
Alexey Tsygankov ◽  
...  
Keyword(s):  
Carbon Monoxide ◽  
Aqueous Solutions ◽  
Reductive Amination ◽  
Water Gas Shift ◽  
Water Gas Shift Reaction ◽  
Reaction Conditions ◽  
Catalytic Systems ◽  
Shift Reaction ◽  
Water Gas

Herein, we present the first example of Os-catalyzed efficient reductive amination under water-gas shift reaction conditions. The developed catalytic systems are formed in situ in aqueous solutions, employ as small...

Reaction of Aryl Isocyanates with Cotton Cellulose

1969 ◽  
Vol 39 (4) ◽  
pp. 317-323 ◽  
Author(s):  
Stanley R. Hobart ◽  
Charles H. Mack
Keyword(s):  
Thermal Reaction ◽  
Cross Linking ◽  
Dmso Solution ◽  
Reaction Conditions ◽  
Soil Burial ◽  
Cross Links ◽  
Aryl Isocyanates ◽  
In Situ Generation ◽  
Rapid Reaction

Nine cellulose N,N′-arylenedicarbamates have been formed by thermal reaction of the respective diphenyl arylenedicarbamates with cotton. Cotton print cloth was padded with a dimethylformamide (DMF) or dimethylsulfoxide (DMSO) solution of the diphenyl arylenedicarbamate and the reaction effected by in situ generation of the arylene diisocyanate in the curing step. Add-ons ranging from 3.8 to 12.0% were obtained; under comparable reaction conditions, more rapid reaction occurred with DMSO solvent rather than DMF. High degrees of cross-linking were indicated by high conditioned and high wet wrinkle recoveries. Decreases in breaking strengths, tearing strengths, and flex abrasion resistance were approximately of the same extent as normally encountered in other cross-linking treatments. Resistance to microbiological degradation for more than 89 days was shown by soil burial tests on the treated samples. Ease and extent of introduction and removal of creases by ironing were used to measure breaking and re-forming of carbamate cross links (reversibility). Ring methoxyl group activation of the N-phenyl carbamates appeared to be slightly more effective in achieving reversibility.

In situ generation of functionality in a reactive binicotinic-acid-based ligand for the design of multi-functional copper(ii) complexes: syntheses, structures and properties

CrystEngComm ◽  
2015 ◽  
Vol 17 (8) ◽  
pp. 1871-1880 ◽  
Author(s):  
Dongsheng Deng ◽  
Hui Guo ◽  
Guohui Kang ◽  
Lufang Ma ◽  
Xu He ◽  
...  
Keyword(s):  
Catalytic Activity ◽  
Reaction Conditions ◽  
Strecker Reaction ◽  
Structures And Properties ◽  
In Situ Generation

Five copper binicotinic complexes have been synthesized depending on the reaction conditions. Complexes 1 and 2 display excellent catalytic activity for Strecker reaction of imines.

scholarly journals In Situ Conditioning of CO2-Rich Syngas during the Synthesis of Methanol

Catalysts ◽  
2021 ◽  
Vol 11 (5) ◽  
pp. 534
Author(s):  
Cristina Peinado ◽  
Dalia Liuzzi ◽  
Alberto Sanchís ◽  
Laura Pascual ◽  
Miguel A. Peña ◽  
...  
Keyword(s):  
Catalyst Deactivation ◽  
Water Gas Shift ◽  
Reaction Conditions ◽  
Reverse Water Gas Shift ◽  
Methanol Formation ◽  
Pre Treatment ◽  
Synthesis Of Methanol ◽  
Shift Reaction ◽  
Water Gas

The synthesis of methanol from biomass-derived syngas can be challenging because of the high CO2 content in the bio-syngas, resulting in lower kinetics and higher catalyst deactivation. This work explores the in situ pre-treatment of a CO2-rich syngas with a CO2/CO ratio equal to 1.9 through the reverse-water gas shift reaction with the aim of adjusting this ratio to a more favorable one for the synthesis of methanol with Cu-based catalysts. Both reactions take place in two catalytic beds placed in the same reactor, thus intensifying the methanol process. The water produced during syngas conditioning is removed by means of a sorbent zeolite to prevent the methanol catalyst deactivation and to shift the equilibrium towards the methanol formation. The combination of the CO2 shifting and the water sorption strategies lead to higher productivities of the catalytic bed and, under certain reaction conditions, to higher methanol productions.

Highly diastereo- and enantioselective organocatalytic synthesis of trifluoromethylated erythritols based on the in situ generation of unstable trifluoroacetaldehyde

2021 ◽  
Author(s):  
Kazumasa Funabiki ◽  
Toshiya Gotoh ◽  
Ryunosuke Kani ◽  
Toshiyasu Inuzuka ◽  
Yasuhiro Kubota
Keyword(s):  
Trifluoromethyl Group ◽  
In Situ Generation

A highly diastereo- and enantioselective organocatalytic method to synthesise erythritols bearing a trifluoromethyl group has been investigated.

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