37904-55-5Relevant academic research and scientific papers
Synthesis of 2-Imidazolines via Palladium-Catalyzed Cyclization Reaction of 2,3-Allenyl Amines and Aryl Iodides
Fang, Zixuan,Hu, Jinxing,Liang, Xiaoxia,Liu, Yanjun,Liu, Yue,Lu, Rongmei,Wang, Shaoyu,Zeng, Xianzhong,Zhang, Cheng
supporting information, p. 901 - 908 (2020/03/13)
An effective method for the synthesis of polysubstituted 2-imidazoline derivatives via palladium-catalyzed cyclization of 2,3-allenyl amines with aryl iodides is described. This pure domino process allows the formation of new carbon-carbon and carbon-nitrogen bonds in a single synthetic operation.
Efficient synthesis of carbon-11 labelled acylsulfonamides using [11C]CO carbonylation chemistry
Van Der Wildt, Berend,Shen, Bin,Chin, Frederick T.
supporting information, p. 3124 - 3127 (2019/03/28)
Herein, a novel method for carbon-11 labeling of acyl sulfonamides by a one-step insertive [11C]CO carbonylative cross-coupling reaction between aryl halides and sulfonamides is presented. Various model compounds as well as drug molecules LY573636 (tasisulam) and ABT-199 were obtained in excellent yields. This method provides a valuable and widely applicable contribution to the continuously expanding radiochemical toolbox for PET research.
N-Sulfonyl acetylketenimine as a highly reactive intermediate for synthesis of N-Aroylsulfonamides
Yang, Weiguang,Huang, Dayun,Zeng, Xiaobao,Zhang, Jianlan,Wang, Xinyan,Hu, Yuefei
, p. 381 - 386 (2018/12/13)
A highly reactive intermediate N-sulfonyl acetylketenimine was generated from an ynone-participated CuAAC/ring-opening method. Its unique structure allowed it to react with aryl carboxylic acids to give N-aroylsulfonamides via a novel Mumm-type rearrangement.
Controllable construction of isoquinolinedione and isocoumarin scaffolds: Via RhIII-catalyzed C-H annulation of N -tosylbenzamides with diazo compounds
Liu, Yanfei,Wu, Jiaping,Qian, Baiyang,Shang, Yongjia
, p. 8768 - 8777 (2019/10/16)
A highly efficient protocol for the synthesis of isoquinolinediones by RhIII-catalyzed C-H activation/annulation/decarboxylation of N-tosylbenzamides with diazo compounds is reported. The switchable synthesis of isocoumarins was also achieved successfully via C-H activation/annulation with slight modification of the reaction conditions. Importantly, the synthetic utility of this new reaction was further demonstrated in an atom-economical and operationally convenient total synthesis of a TDP2 inhibitor derivative from commercially available starting materials.
Improvements of C-H Radio-Iodination of N-Acylsulfonamides toward Implementation in Clinics
Babin, Victor,Benoist, Florian,Bouillon, Jean-Philippe,Cailly, Thomas,Dubost, Emmanuelle,Fabis, Frédéric,Hébert, Alexandra,Pigrée, Gilbert
, p. 4393 - 4400 (2019/11/21)
An improved protocol to perform C-H radio-iodination is described. These new conditions allow rapid and clean formation of radio-iodinated N-acylsulfonamides using [125 I]NIS and catalytic amounts of palladium acetate and para-toluenesulfonic a
Ruthenium-Catalyzed Synthesis of Isoindolinones via Amide-Directed Addition of Aromatic C-H Bonds to Aldimines
Miura, Hiroki,Kimura, Yuriko,Terajima, Sachie,Shishido, Tetsuya
supporting information, p. 2807 - 2811 (2019/02/01)
Ruthenium-catalyzed addition of aromatic C-H bonds to aldimines is described. [RuCl2(p-cymene)]2 functions as an efficient catalyst to promote the coupling of aryl amides with aldimines in the presence of a catalytic amount of base to give the corresponding isoindolinone derivatives. The nature of the substituent at the N-atom of the amides is crucial for the efficient conversion of the substrates, and a p-toluenesulfonyl group is the functionality of choice. A variety of amides and aldimines participated in the present Ru-catalyzed reaction to furnish the corresponding isoindolinones in moderate to high yield.
Formation of esters and amides via metal-free Csp2-Csp3 bond cleavage of α-nitro ketone: Mechanistic insight to the reaction pathway
Sarma, Manas Jyoti,Phukan, Prodeep
, p. 523 - 533 (2019/05/21)
A catalyst free protocol for hucleophilic Csp2-Csp3 bond cleavage of a-nitroketone has been achieved for the formation of C-O and C-N bond. A series of differently substituted a-nitroketones could be selectively cleaved and converted into corresponding esters and tosylamides in presence of alcohols and bromamine-T respectively. Mechanism of the C-C bond cleavage has been proposed by identifying different reaction intermediates using IR and NMR spectroscopic methods.
Co-Catalyzed Synthesis of N-Sulfonylcarboxamides from Carboxylic Acids and Sulfonyl Azides
Fang, Yue,Gu, Zheng-Yang,Wang, Shun-Yi,Yang, Jin-Ming,Ji, Shun-Jun
, p. 9364 - 9369 (2018/07/09)
A Co-catalyzed effective synthesis of N-sulfonylcarboxamides from the reaction of carboxylic acids and organic azides in the presence of isocyanide has been developed. The protocol has the advantages of short time, low temperature, and being oxidant-free, which provides a new and simple approach for the synthesis of N-sulfonylcarboxamides in good to excellent yields with a broad substrate scope.
Palladium-Mediated Site-Selective C-H Radio-iodination
Dubost, Emmanuelle,Babin, Victor,Benoist, Florian,Hébert, Alexandra,Barbey, Pierre,Chollet, Céline,Bouillon, Jean-Philippe,Manrique, Alain,Pieters, Grégory,Fabis, Frédéric,Cailly, Thomas
supporting information, p. 6302 - 6305 (2018/10/02)
The palladium-mediated C-H radio-iodination of arenes using sodium iodide as the primary isotopic source is reported and performed without chemical know-how in 30 min and applied to the synthesis of complex radio-iodinated compounds of biological interest.
Palladium-Catalyzed C-H Trifluoroethoxylation of N-Sulfonylbenzamides
Yang, Long,Li, Shangda,Cai, Lei,Ding, Yongzheng,Fu, Lei,Cai, Zhihua,Ji, Huafang,Li, Gang
, p. 2746 - 2749 (2017/05/24)
The trifluoroethyl aryl ethers are important motifs in drug molecules. However, a report devoted specifically to the study of transition-metal-catalyzed C-H trifluoroethoxylation has not been reported to date. A protocol of Pd(II)-catalyzed o-C-H trifluor
