153633-33-1

Upstream product

• 70-55-3 toluene-4-sulfonamide 
• 55022-46-3 4-methyl-N-prop-2-ynylbenzenesulfonamide 
• 109-92-2 ethyl vinyl ether 
• 594858-64-7 N-allyl-4-methyl-N-(2-methylallyl)benzenesulfonamide 
• 160750-61-8 3-methyl-1-[(4-methylphenyl)-sulfonyl]-2,5-dihydro-1H-pyrrole 
• 50487-71-3 4-methyl-N-(2-propenyl)benzenesulfonamide 
• 78-85-3 2-methylpropenal 
• 317842-50-5 4-methyl-N-(2-oxoethyl)-N-(prop-2-yn-1-yl)benzenesulfonamide 
• 1191988-17-6 N-tosyl-1-amino-2-methyl-3-butyn-2-ol 
• 78-79-5 isoprene 
• 4104-47-6 N-sulfinyl-p-toluenesulfonamide 
• 2031-18-7 5-methyl-2-(toluene-4-sulfonyl)-3,6-dihydro-2H-[1,2]thiazine 1-oxide 

Downstream Products

• 160750-61-8 3-methyl-1-[(4-methylphenyl)-sulfonyl]-2,5-dihydro-1H-pyrrole 
• 1245635-00-0 2,6-dimethyl-8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9-tosyl-1,4-dihydro-1,4-epiminonaphthalene 
• 1245635-54-4 C₂₅H₃₀BNO₄S 

Relevant academic research and scientific papers

A gold-catalyzed 1,2-acyloxy migration/intramolecular cyclopropanation/ring enlargement cascade: Syntheses of medium-sized heterocycles

The synthesis of medium-sized heterocycles possessing a trans double bond is still a challenge. Herein, gold(I)-catalyzed 1,2-acyloxy migration/intramolecular cyclopropanation/ring enlargement cascade reaction of furans has been developed, providing highly efficient access to ten- and eleven-membered heterocycles with a broad substrate scope under mild reaction conditions. The reaction outcome features high chemoselectivity at the C5-position of furan. Moreover, a trans-double bond was embodied in the medium ring system.

Synthesis of 1,2,3-Substituted Pyrroles from Propargylamines via a One-Pot Tandem Enyne Cross Metathesis-Cyclization Reaction

Enyne cross metathesis of propargylamines with ethyl vinyl ether enables the one-pot synthesis of substituted pyrroles. A series of substituted pyrroles, bearing alkyl, aryl, and heteroaryl substituents, has been synthesized in good yields under microwave irradiation. The reactions are rapid and procedurally simple and also represent a facile entry to the synthetically challenging 1,2,3-substituted pyrroles. The value of the methodology is further corroborated by the conversion of pyrroles into 3-methyl-pyrrolines and the derivatization of the 3-methyl-substituent arising from the metathesis reaction.

PYRROLE COMPOUNDS, A PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM

Compounds of formula (I): wherein A1, A2, Ra, Rb, Rc, Rd, R3, R4, R5 and T are as defined in the description. Medicinal products containing the same which are useful in treating pathologies involving a deficit in apoptosis, such as cancer, auto-immune diseases, and diseases of the immune system.

Assisted tandem catalytic RCM-aromatization in the synthesis of pyrroles and furans

An assisted tandem catalytic transformation of diallyl amines and diallyl ethers into N-aryl pyrroles and furans, respectively, is described. The sequence relies on ring closing metathesis followed by dehydrogenation of the initially formed dihydropyrroles and dihydrofurans. Both steps are Ru-catalyzed, but the sequence requires only one precatalyst, because conversion of the metathesis catalyst into the dehydrogenation catalyst is achieved in situ, triggered by the oxidant tert-butyl hydroperoxide.

Cross metathesis of N-allylamines and α,β-unsaturated carbonyl compounds: A one-pot synthesis of substituted pyrroles

A tandem reaction involving cross metathesis followed by concomitant cyclisation has been developed for the synthesis of substituted pyrroles. Various protected electron-deficient N-allylamines reacted with α,β-unsaturated carbonyl compounds in the presen

Platinum-catalyzed hydrogenative cyclization of yne-enones, yne-aldehydes, and yne-dienes

Pt complexes were used in the presence of phosphane ligands, SnCl 2, and H2 for coupling reactions of alkynes with electrophiles under environmentally benign hydrogenation conditions, providing five- and six-membered cycloreduction p

Cationic gold(I)-mediated intramolecular cyclization of 3-alkyne-1,2-diols and 1-amino-3-alkyn-2-ols: A practical route to furans and pyrroles

The intramolecular cyclizations of the 3-alkyne-1,2-diols and the 1-amlno-3-alkyn-2-ols with a low catalyst loading (0.05-0.5 mol %) of (Ph 3P)AuCl - AgNTf2 or (Ph3P)AuCl-AgOTf proceeded at room temperature to provide a variety of substituted furans and pyrroles In excellent yields (85-98% yields). This method Is also fully applicable to the conversion of several dozen grams of the substrate using only 0.05 mol % each of the Au and Ag catalysts.

N-p-Toluenesulfonylpyrroles from 1,3-dienes

1,3-Dienes can be converted to N-p-toluenesulfonylpyrroles in two steps: 1) [4+2]-cycloaddition with N-sulfinyl-p-toluenesulfonamide and 2) conversion of the 3,6-dihydro-1,2-thiazine oxide adduct to a pyrrole using triethylamine-trimethylphosphite.

Palladium(II) Catalysed 5-endo-trigonal Cyclization of 2-Hydroxybut-3-enylamines: Synthesis of Five-membered Nitrogen Heterocycles

2-Hydroxybut-3-enylamines 1 undergo a novel PdII-catalysed 5-endo-trigonal cyclization to provide pyrrolines 2, pyrroles 3, and/or 3-oxopyrrolidines 4 in good to moderate combined isolated yields; the hydroxy group is essential for the cyclizat