1212-07-3Relevant academic research and scientific papers
Method for ultrasound-assisted synthesis of N-arylsulfonamide
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Paragraph 0146; 0147; 0148, (2018/11/27)
The invention discloses a method for ultrasound-assisted synthesis of N-arylsulfonamide. N-arylsulfonamide compound is synthesized by series reaction of nitro reduction/sulfonyl chloride reduction/sulfonamidation with taking aromatic nitro compounds, sulfonyl chloride and iron powder as raw materials under ultrasonic stirring conditions. Water is used as a reaction medium and a hydrogen source inthe reaction. The method has the advantages of cheap and easily obtained raw materials, simple and mild reaction conditions, environmental friendliness, saving energy, high reaction selectivity and high yield, excellent compatibility of substrate functional groups and high application value.
Sulfonamidation of Aryl and Heteroaryl Halides through Photosensitized Nickel Catalysis
Kim, Taehoon,McCarver, Stefan J.,Lee, Chulbom,MacMillan, David W. C.
supporting information, p. 3488 - 3492 (2018/03/05)
Herein we report a highly efficient method for nickel-catalyzed C?N bond formation between sulfonamides and aryl electrophiles. This technology provides generic access to a broad range of N-aryl and N-heteroaryl sulfonamide motifs, which are widely represented in drug discovery. Initial mechanistic studies suggest an energy-transfer mechanism wherein C?N bond reductive elimination occurs from a triplet excited NiII complex. Late-stage sulfonamidation in the synthesis of a pharmacologically relevant structure is also demonstrated.
Amidine Sulfonamides and Benzene Sulfonamides: Synthesis and Their Biological Evaluation
Qadir, Muhammad Abdul,Ahmed, Mahmood,Aslam, Hina,Waseem, Sadia,Shafiq, Muhammad Imtiaz
, (2015/10/28)
New amidine and benzene sulfonamide derivatives were developed and structures of the new products were confirmed by elemental and spectral analysis (FT-IR, ESI-MS, 1HNMR, and 13CNMR). In vitro, developed compounds were screened for t
Metal-free direct construction of sulfonamides via iodine- mediated coupling reaction of sodium sulfinates and amines at room temperature
Wei, Wei,Liu, Chunli,Yang, Daoshan,Wen, Jiangwei,You, Jinmao,Wang, Hua
supporting information, p. 987 - 992 (2015/03/30)
A simple, practical, and metal-free protocol has been developed for the synthesis of sulfonamides from sodium sulfinates and various amines through an iodine-mediated SN bond formation reaction at room temperature. This green reaction is cost-effective, operationally straightforward, and especially proceeds under very mild conditions to afford the target products in good to excellent yields (up to 98%).
Copper-catalyzed N-arylation of sulfonamides with aryl bromides under mild conditions
Wang, Xiang,Guram, Anil,Ronk, Michael,Milne, Jacqueline E.,Tedrow, Jason S.,Faul, Margaret M.
supporting information; experimental part, p. 7 - 10 (2012/01/06)
This Letter describes a copper catalyzed sulfonamide coupling reaction with aryl bromides to form N-aryl sulfonamides under mild conditions, including the first examples of Cu-catalyzed sulfonamide coupling at room temperature. The reaction protocol tolerates a broad range of substrates including a variety of primary and secondary sulfonamides and challenging heteroaryl bromides such as 2-bromothiazole.
Copper-catalysed N-arylation of arylsulfonamides with aryl bromides and aryl iodides using KF/Al2O3
Hosseinzadeh, Rahman,Tajbakhsh, Mahmood,Mohadjerani, Maryam,Alikarami, Mohammad
experimental part, p. 143 - 148 (2010/11/16)
An efficient synthesis of N-arylsulfonamides with a variety of aryl bromides, aryl iodides and heteroaryl bromides using KF/Al2O 3 as a suitable base, CuI as an inexpensive catalyst and N,N′dimethylethylenediamine (N,N′-DMEDA) as an effective ligand is described. Indian Academy of Sciences.
Microwave-induced rapid access to aromatic and heteroaromatic sulfonamides under solvent-free conditions without using external base
Sharma, Ashwani Kumar,Das, Saibal Kumar
, p. 3807 - 3819 (2007/10/03)
Microwave-induced syntheses of sulfonamides, without using base under solvent-free conditions, have been developed. The process finds its utility because of its simple operational procedure and high yields. Moreover, the process is fast and accommodative to different substituents on aromatic as well as heteroaromatic rings rendering sulfonamides (28 examples).
Studies on aroylation of 2,3-pyridinediamines
Dubey,Vinod Kumar
, p. 746 - 751 (2007/10/03)
The reaction of 2,3-pyridinediamine 1a and its 5-bromo analogue 1b, independently, with acid chloride or anhydride does not yield the diaroyl derivative and instead yields the cyclised product 3 or the monoaroyl derivative 4 depending upon the conditions.
Condensation of 2,3-pyridinediamines with acetonylacetone
Dubey,Kumar, R. Vinod
, p. 1036 - 1040 (2007/10/03)
The reaction of 2,3-pyridinediamine 1a and its 5-bromo analogue 1b, independently, with acetonylacetone leads to the formation of 1:1 condensation products irrespective of the molar ratios employed.'The condensation products have been assigned 2-amino 2a and 5-bromo-2-amino-3 (2',5'-dimethylpyrrolyl)pyridine 2b structures. Authentic chemical evidence is given in support of the claim for these structures ruling out the equally probable alternative structure 3 for these compounds. Attempted studies on the reactivity of the latter compounds towards electrophilic reagents such as acetic arthydride, benzoyl chloride, and arylsulphonyl chlorides have been described.
