58821-27-5

Upstream product

• 55962-05-5 [N-(p-tolylsulfonyl)imino]phenyliodinane 
• 78-84-2 isobutyraldehyde 
• 67-64-1 acetone 
• 70-55-3 toluene-4-sulfonamide 
• 97-62-1 Ethyl isobutyrate 
• 21849-40-1 dibromamine-T 
• 127-65-1 chloroamine-T 
• 1576-37-0 N-benzyl-p-toluenesulfonamide 
• 941-55-9 4-toluenesulfonyl azide 
• 38383-77-6 methyl N-tosylisobutyrimidate 

Downstream Products

• 76227-58-2 dimethyl N-tosylketenimine 
• 86439-36-3 N-[1-Chloro-2-methyl-prop-(Z)-ylidene]-4-methyl-benzenesulfonamide 
• 78-82-0 Isobutyronitrile 
• 98-59-9 p-toluenesulfonyl chloride 
• 70-55-3 toluene-4-sulfonamide 
• 76227-60-6 N-[3,3-Dimethyl-1,4-diphenyl-azetidin-(2E)-ylidene]-4-methyl-benzenesulfonamide 

Relevant academic research and scientific papers

Chemoselective Cleavage of Acylsulfonamides and Sulfonamides by Aluminum Halides

The chemoselective cleavage of C-N bonds of amides, sulfonamides, and acylsulfonamides by aluminum halides is described. AlCl3and AlI3display complementary reactivities toward N-alkyl and N-acyl moieties. N-Alkylacylsulfonamides, sec

A highly efficient catalyst-free protocol for C-H bond activation: Sulfamidation of alkyl aromatics and aldehydes

A catalyst-free protocol has been developed for amidation of alkyl aromatics and aldehydes using TsNBr2via a nitrene transfer process in the presence of a base in excellent yield within a short time. The reaction was found to be selective for secondary and tertiary benzylic C-H bonds and C-H bonds of aldehydic groups.

Iron(II)-catalyzed amidation of aldehydes with iminoiodinanes at room temperature and under microwave-assisted conditions

A method for the amidation of aldehydes with PhI=NTs/PhI=NNs as the nitrogen source and an inexpensive iron(II) chloride + pyridine as the in situ formed precatalyst under mild conditions at room temperature or microwave assisted conditions is described. The reaction was operationally straightforward and accomplished in moderate to excellent product yields (20-99%) and with complete chemoselectivity with the new C-N bond forming only at the formylic C-H bond in substrates containing other reactive functional groups. By utilizing microwave irradiation, comparable product yields and short reaction times of 1 h could be accomplished. The mechanism is suggested to involve insertion of a putative iron-nitrene/imido group to the formylic C-H bond of the substrate via a H-atom abstraction/radical rebound pathway mediated by the precatalyst [Fe(py)4Cl2] generated in situ from reaction of FeCl 2 with pyridine.

Iron-catalyzed nitrene insertion reaction for facile construction of amide compounds

A facile method for the construction of amide compounds from aldehydes by an iron-catalyzed nitrene insertion reaction has been developed. Both aryl and aliphatic aldehydes can directly afford the corresponding amides with an iron(II)-terpyridine (tpy) complex formed in situ as catalyst, and PhI=NTs as nitrogen source under mild reaction conditions. An ESI-MS study revealed the formation of [Fe(tpy)NTs)]+ as a reaction intermediate. Georg Thieme Verlag Stuttgart - New York.

TiCl4-promoted direct N-acylation of sulfonamide with carboxylic ester

Several Lewis acids were investigated as promoters in the intermolecular or intramolecular direct N-acylation reaction of sulfonamides using carboxylic ester as an acylating agent. TiCl4 was found to possess the highest activity and enhanced efficiently sulfonamide to form N-acylsulfonamides under optimized conditions. This method provides a novel approach to make N-acylsulfonamides from ester via an easy work-up procedure.

Practical copper(I)-catalysed amidation of aldehydes

The direct synthesis of amides by insertion into the C-H bond of aldehydes is shown to be a practical procedure through application of cheap, readily available catalysts generated in situ from copper(i) halides and pyridine. The Royal Society of Chemistry 2010.

Highly efficient ruthenium(II) porphyrin catalyzed amidation of aldehydes

H to N: The first example of a mild, highly efficient C-H bond amidation catalyzed by ruthenium(II) porphyrin complexes uses PhI=NTs as the nitrogen source for installing the amide bond functionality in a wide variety of aldehydes (see scheme). The protocol is chemoselective, with the new C-N bond forming only at the acyl C-H bond, even in aldehyde substrates containing other functional groups.

Sulfamidation of 2-arylaldehydes and ketones with chloramine-T

A series of aliphatic and aromatic carbonyl compounds has been transformed into the corresponding sulfamidated products by means of amine-catalyzed nitrene transfer of chloramine-T. Depending on the residues R, either α-sulfamidation in the case of aromat

REACTION OF ORGANIC AZIDES WITH UNSATURATED COMPOUNDS. X. N-ARYLSULFONYLCARBOXIMIDIC ESTERS

N-Arylsulfonylcarboximidic esters were obtained in the reaction of arenesulfonyl azides with 1-methoxypropene, 2-methyl-1-methoxypropene, 1-alkoxycyclohexenes, and 3,3,5,5-tetramethyl-1-ethoxycyclohexene.Hydrolysis of the imidic esters gave N-arylsulfonyl