59019-40-8

Upstream product

• 64-17-5 ethanol 
• 22013-85-0 4-(1,2-dibromo-2-nitro-ethyl)-anisole 
• 127-08-2 potassium acetate 
• 563-70-2 bromonitromethane 
• 3910-55-2 N-(p-methoxybenzylidene)butylamine 
• 3179-10-0 1-methoxy-4-(2-nitro-vinyl)-benzene 
• 123-11-5 4-methoxy-benzaldehyde 
• 3179-10-0 (E)-1-methoxy-4-(2-nitrovinyl)benzene 

Downstream Products

• 563-70-2 bromonitromethane 
• 622-73-1 4-methoxybenzaldehydephenylhydrazone 
• 43055-45-4 (4-Methoxy-phenyl)-(triphenyl-λ⁵-phosphanylidene)-acetonitrile 
• 1222137-22-5 3-bromo-4-(4-methoxyphenyl)-6,6-dimethyl-5,6-dihydro-4H-1,2-oxazine N-oxide 
• 1258432-49-3 (2R,3R)-3-(4-methoxyphenyl)-2-nitro-2H-thiochromeno[4,3-b]furan-4(3H)-one 
• 1258432-37-9 (2R,3R)-3-(4-methoxyphenyl)-2-nitro-2H-furo[3,2-c]chromen-4(3H)-one 
• 1258432-44-8 (2R,3R)-8-fluoro-3-(4-methoxyphenyl)-2-nitro-2H-furo[3,2-c]chromen-4(3H)-one 
• 1258432-46-0 (2R,3R)-3-(4-methoxyphenyl)-8-methyl-2-nitro-2H-furo[3,2-c]chromen-4(3H)-one 
• 1258432-50-6 (2R,3R)-3-(4-methoxyphenyl)-5-methyl-2-nitro-2,3-dihydrofuro[3,2-c]quinolin-4(5H)-one 
• 1258432-51-7 (2R,3R)-3-(4-methoxyphenyl)-2-nitro-2,3,6,7-tetrahydrobenzofuran-4(5H)-one 
• 1258432-45-9 (2R,3R)-3-(4-methoxyphenyl)-7,9-dimethyl-2-nitro-2H-furo[3,2-c]chromen-4(3H)-one 

Relevant academic research and scientific papers

Organocatalytic Asymmetric Synthesis of Aza-Spirooxindoles via Michael/Friedel-Crafts Cascade Reaction of 1,3-Nitroenynes and 3-Pyrrolyloxindoles

An asymmetric [3+3] cyclization of nitroenynes and 3-pyrrolyloxindoles has been realized with a chiral bifunctional squaramide catalyst. This Michael/Friedel-Crafts cascade strategy provides a facile and efficient access to enantioenriched polycyclic aza-spirooxindoles with 32-95% isolated yields and excellent stereocontrol under mild reaction conditions.

Synthesis of lamellarin R, lukianol A, lamellarin O and their analogues

Three lamellarin alkaloids type III (lamellarin R, lukianol A and lamellarin O) were synthesized using the Barton-Zard reaction as a key step to construct the central pyrrole core. Some of their corresponding 4-benzoyl and 5-phenyl substituted pyrrole ana

Cinnamic acid derivative and preparation method and application thereof

The invention provides a cinnamic acid derivative. The cinnamic acid derivative is of the structure as shown in the formula I. The invention also provides two methods for preparing the cinnamic acid derivative. The two methods depend on a single bond or double bonds in the structure shown in the formula I. The invention further provides a pesticide. The pesticide comprises the cinnamic acid derivative. In addition, the invention provides a sterilization method. The sterilization method includes the step of applying the cinnamic acid derivative or the pesticide to crops. The crops include rice,wheat, fruit trees and vegetables. The low-toxicity, low-residue-content and high-activity environment-friendly cinnamic acid derivative is developed, and the cinnamic acid derivative pesticide can replace traditional high-toxicity and high-residue-content pesticides.

A novel tandem sequence to pyrrole syntheses by 5-endo-dig cyclization of 1,3-enynes with amines

The synthesis of pentasubstituted pyrroles has been described using molecular iodine from 1,3-enynes and amines via a sequential tandem aza-Michael addition, iodocyclization, and oxidative aromatization. The protocol is simple and efficient to afford the target products at ambient conditions.

An improved, fully heterogeneous, diastereoselective synthesis of (Z)-α-bromonitroalkenes

α-Bromonitroalkenes are both key starting materials for the preparation of complex structures and possess antimicrobial activity. In this context, we disclose a simple, fully heterogeneous synthetic approach for their preparation in good overall yields. Georg Thieme Verlag Stuttgart · New York.

Synthesis of unsymmetrical 3,4-diaryl-3-pyrrolin-2-ones utilizing pyrrole weinreb amides

A regiocontrolled synthesis of unsymmetrical 3,4-diaryl-3-pyrrolin-2-ones has been achieved in three steps from 1,2-diaryl-1-nitroethenes with pyrrole-2-carboxamides (pyrrole Weinreb amides) serving as the key linchpin intermediates. Two different methods for the preparation of the requisite nitroalkenes were investigated: (1) modified Henry reaction between arylnitromethanes and arylimines; and (2) Suzuki-Miyaura cross-coupling reaction of 2-aryl-1-bromo-1-nitroethenes with arylboronic acids. Some difficulty was encountered in the preparation of arylnitromethanes, thus leading to the exploration of a cross-coupling strategy that proved more useful. A Barton-Zard pyrrole cyclocondensation reaction between 1,2-diaryl-1-nitroethenes and N-methoxy-N-methyl-2-isocyanoacetamide gave the corresponding pyrrole Weinreb amides, which were then converted into the desired 3-pyrrolin-2-ones in two steps. Overall, this method allowed for the construction of 3,4-diaryl-3- pyrrolin-2-ones with complete regiocontrol of the substituents with respect to the lactam carbonyl. The utility of this synthetic methodology was demonstrated by the preparation of eight unsymmetrical and symmetrical 3,4-diaryl-3-pyrrolin- 2-ones including the N-H lactam analogue of the selective COX-II inhibitor, rofecoxib.

Synthesis and [3+2] cycloadditions of 3-bromo-5,6-dihydro-4 H -1,2-oxazine N -oxides

A number of 3-bromo-5,6-dihydro-4H-1,2-oxazine N-oxides have been synthesized and subjected to [3+2] cycloaddition with alkenes affording various types of products: 3-vinyloxazolines, isoxazoline N-oxides, and 3-functionalized 1,2-oxazine N-oxides. Georg Thieme Verlag Stuttgart - New York.

Stereospecific approach to α,β-disubstituted nitroalkenes via coupling of α-bromonitroalkenes with boronic acids and terminal acetylenes

(Z)-α-Bromo-β-substituted nitroethylenes undergo facile Suzuki coupling with aryl, heteroaryl, and vinylboronic acids in the presence of Pd(PPh3)4 as catalyst to afford (E)-α,β-disubstituted nitroethylenes in high yield (up to 95%) and complete specificity. Similar coupling of α-bromonitroethylenes with terminal acetylenes (Sonogashira coupling) provides a novel route to (E)-nitroenynes. These Pd-catalyzed coupling methods offer a convenient and stereospecific entry into a diverse array of synthetically and biologically useful α,β-disubstituted nitroethylenes.

SYNTHESIS OF 2-HALOGENO-2-NITROETHENYLARENES

A series of 2-halogeno-2-nitroethenylarenes were obtained as a result of the condensation of halogenonitromethanes with aromatic (heterocyclic) aldehydes in the presence of catalytic amounts of ethylenediamine and also by the addition of halogenonitromethanes to butylarylimines in acetic anhydride.