5408-20-8Relevant academic research and scientific papers
The Use of Diphenylmethyl as a Sulfonamide Protecting Group
Poss, Michael A.,Reid, Joyce A.
, p. 7291 - 7292 (1992)
The use of diphenylmethyl (DPM) as a protecting group for sulfonamides is reported. Key Words: diphenylmethyl, hydrogenation, sulfonamide
An expedient, efficient and solvent-free synthesis of T3P-mediated amidation of benzhydrols with poorly reactive N-nucleophiles under MW irradiation
Cheruku, Srinivas,Manikyanally, Kumara N.,Mantelingu, Kempegowda,Nagarakere, Sandhya C.,Narayana, Yatheesh,Rangappa, Kanchugarakoppal S.,Sunilkumar, Makanahalli P.
, p. 4421 - 4426 (2022/03/14)
An expedient, efficient, economical, environmentally benign, and solvent free amidation protocol of benzhydrols with less reactive nitrogen nucleophiles assisted by propylphosphonic anhydride (T3P) under microwave irradiation has been developed. The methodology has been deployed for a wide range of heterocycles and electron-withdrawing & electron-donating groups. The protocol resulted in good to excellent yields under the given conditions (26 examples, 68-93% yield).
An efficient metal-free oxidative esterification and amination of benzyl C-H bond
Liu, Saiwen,Chen, Ru,He, Guowen,Zhang, Jin
, (2020/04/09)
An esterification and amination of benzylic C-H bonds was developed by using 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) under metal- and iodide-free conditions. Both carboxylic acids and amines could be used as ideal coupling partners for the oxidati
In situ generated cationic Pd(II)/bipyridine-catalyzed addition of arylboronic acids to N-sulfonyl-arylaldimines
Yang, Zhenyu,Ni, Yuxin,Liu, Rui,Song, Kaixuan,Lin, Shaohui,Pan, Qinmin
supporting information, p. 2034 - 2037 (2017/05/04)
An in situ generated cationic Pd(II)/bipyridine-catalyzed nucleophilic addition of arylboronic acids to N-sulfonyl arylaldimines was developed and optimized, and the reaction was proceeded highly efficiently and conveniently in CH3NO2/sub
Functional ion liquid method for catalytic synthesis of amine compounds
-
Paragraph 0150; 0151; 0152, (2016/10/07)
The invention discloses a method for synthesizing an amine compound catalyzed by functionalized ionic liquid. According to the method, functionalized ionic liquid is used as a catalyst to catalyze N-alkylation of amine and alcohol to synthesize corresponding compound derivatives. Acid functionalized ionic liquid is used as the catalyst to synthesize a series of compounds of amine. The method has the following advantages: a catalytic system is a metal-free system; the usage amount of the catalyst is small, and the catalyst has high catalytic activity, good stability and low corrosivity; operation is simple, and reaction is mild; post-treatment is easy, and the catalyst can be cyclically used.
Sulfonyl fluorides as alternative to sulfonyl chlorides in parallel synthesis of aliphatic sulfonamides
Bogolubsky, Andrey V.,Moroz, Yurii S.,Mykhailiuk, Pavel K.,Pipko, Sergey E.,Konovets, Anzhelika I.,Sadkova, Irina V.,Tolmachev, Andrey
, p. 192 - 197 (2014/05/06)
Two types of aliphatic sulfonyl halides (Cl versus F) were compared in parallel synthesis of sulfonamides derived from aliphatic amines. Aliphatic sulfonyl fluorides showed good results with amines bearing an additional functionality, while the correspond
A new manganese-mediated, cobalt-catalyzed threecomponent synthesis of (diarylmethyl)sulfonamides
Pignon, Antoine,Le Gall, Erwan,Martens, Thierry
, p. 425 - 431 (2014/03/21)
The synthesis of (diarylmethyl)sulfonamides and related compounds by a new manganese-mediated, cobalt-catalyzed three-component reaction between sulfonamides, carbonyl compounds and organic bromides is described. This organometallic Mannich-like process allows the formation of the coupling products within minutes at room temperature. A possible mechanism, emphasizing the crucial role of manganese is proposed.
Iron-catalyzed C-C bond cleavage and C-N bond formation
Li, Wenjuan,Zheng, Xiaojian,Li, Zhiping
, p. 181 - 190 (2013/03/13)
A novel approach for C-N bond formation was developed by iron-catalyzed C-C bond cleavage. Anilines and sulfonamides reacted smoothly with 2-substituted 1,3-diphenylpropane-1,3-diones to afford N-alkylation products, in which the 1,3-dicarbonyl group acts as a leaving group in the presence of an iron catalyst. The reversible C-C bond cleavage plays a driving force to give the thermodynamically stable products. The method is complementary to the previous methods for C-N bond formation. Copyright
Sulfonic acid-functionalized ionic liquids as metal-free, efficient and reusable catalysts for direct amination of alcohols
Han, Feng,Yang, Lei,Li, Zhen,Xia, Chungu
experimental part, p. 1052 - 1060 (2012/05/21)
A series of sulfonic acid-functionalized (SO3H-functionalized) ionic liquids was synthesized and used as metal-free, highly selective and efficient catalysts for the direct amination of alcohols. Notably, the activities of the series of SO3H-functionalized ionic liquids were compared and a 92% isolated yield was obtained using 3-tetradecyl-1-(butyl-4- sulfonyl)imidazolium trifluoromethanesulfonate ([BsTdIM][OTf]) as the catalyst. Importantly, the catalytic system has wide substrate scope including benzylic, allyl, propargylic, aliphatic alcohols with sulfonamide, amide, carbamate, aromatic amine and N-heterocyclic compounds. Interestingly, the system was also suitable for a multi-gram scale direct amination of alcohols. Additionally, the reusable nature of [BsTdIM][OTf] makes this protocol more attractive and avoids the disposal and neutralization of acidic catalysts. Moreover, preliminary experiments indicated that this reaction should proceed via an SN1 pathway. Copyright
Transition-metal-free intermolecular amination of sp3 C-H bonds with sulfonamides
Fan, Renhua,Li, Weixun,Pu, Dongming,Zhang, Li
supporting information; scheme or table, p. 1425 - 1428 (2009/10/06)
An efficient transition-metal-free intermolecular benzylic amidation with sulfonamides is described. Various valuable nitrogen-containing compounds, including amines, β-chloro amine, amino alcohol, α-, β-amino ester, and N-sulfonyl imine, are generated fr
