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.

scholarly journals Diastereoselective synthesis of CF3-dihydrobenzofurans by [4+1] annulation of in situ-generated CF3-o-quinone methides and sulfur ylides

RSC Advances ◽  
2020 ◽  
Vol 10 (63) ◽  
pp. 38588-38591
Author(s):  
Babli K. Jha ◽  
Jaggaraju Prudhviraj ◽  
Prathama S. Mainkar ◽  
Nagender Punna ◽  
Srivari Chandrasekhar
Keyword(s):  
Diastereoselective Synthesis ◽  
Quinone Methides ◽  
Reaction Conditions ◽  
Sulfur Ylides

The first [4 + 1] annulation reaction of in situ-generated highly electrophilic CF3-ortho-quinone methides with sulphur ylides has been put forth under mild reaction conditions to access CF3-dihydrobenzofurans.

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 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.

ChemInform Abstract: Catalytic Asymmetric Synthesis of Epoxides from Aldehydes Using Sulfur Ylides with in situ Generation of Diazocompounds.

ChemInform ◽  
2010 ◽  
Vol 32 (33) ◽  
pp. no-no
Author(s):  
Varinder K. Aggarwal ◽  
Emma Alonso ◽  
George Hynd ◽  
Kevin M. Lydon ◽  
Matthew J. Palmer ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Sulfur Ylides ◽  
Catalytic Asymmetric Synthesis ◽  
In Situ Generation ◽  
Catalytic Asymmetric

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.

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.

Recent advances in Minisci-type reactions and applications in organic synthesis

2020 ◽  
Vol 24 ◽  
Author(s):  
Wengui Wang ◽  
Shoufeng Wang
Keyword(s):  
Free Radical ◽  
Hydrogen Atom ◽  
Organic Synthesis ◽  
Radical Reactivity ◽  
Atom Loss ◽  
Radical Generation ◽  
In Situ Generation ◽  
Thermal Cleavage ◽  
Synthetic Chemist

Abstract:: Minisci-type reactions have become widely known as reactions that involve the addition of carbon-centered radicals to basic heteroarenes followed by formal hydrogen atom loss. While the originally developed protocols for radical generation remain in active use today, in recent years by a new array of radical generation strategies allow use of a wider variety of radical precursors that often operate under milder and more benign conditions. New transformations based on free radical reactivity are now available to a synthetic chemist looking to utilize a Minisci-type reaction. Radical-generation methods based on photoredox catalysis and electrochemistry, which utilize thermal cleavage or the in situ generation of reactive radical precursors, have become popular approaches. Our review will cover the remarkably literature that has appeared on this topic in recent 5 years, from 2015-01 to 2020-01, in an attempt to provide guidance to the synthetic chemist, on both the challenges that have been overcome and applications in organic synthesis.

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