306990-95-4Relevant academic research and scientific papers
Macrocyclic peptoids by selective s-acylation of cysteine esters
Ibrahim, Mohamed A.,Panda, Siva S.,Nhon, Linda,Hamed, Ahmed,El-Feky, Said A.,Katritzky, Alan R.
, p. 767 - 772 (2013)
Optimized selective S-acylations of cysteine esters gave intermediates for the synthesis of macrocyclic peptoids by a benzotriazole-based method. Georg Thieme Verlag Stuttgart · New York.
Cu-catalyzed arylation of 1-acyl-1H-1,2,3-Benzotriazoles via C–N activation
Zhang, Wenying,Wang, Yangyang,Jia, Xiangru,Du, Zhengyin,Fu, Ying
supporting information, p. 64 - 67 (2019/06/10)
An efficient copper-catalyzed arylation reaction of 1-acyl-1H-1,2,3-benzotriazoles with diaryliodonium salts via C–N activation is explored. The reaction is conducted regioselectively to form 1-aryl-1H-1,2,3-benzotriazoles in MeCN at 80 °C in the presence of cesium carbonate. 29 examples are given with the product yield of up to 84%. The probable reaction mechanism is proposed.
Trichloroisocyanuric Acid Mediated High-Yielding Synthesis of N -Acylbenzotriazoles under Mild Reaction Conditions
Singh, Mala,Singh, Anoop S.,Mishra, Nidhi,Agrahari, Anand K.,Tiwari, Vinod K.
, p. 2183 - 2190 (2019/05/10)
N -Acylbenzotriazoles are achieved in good yields from the corresponding carboxylic acids by using only 0.35 equivalent of trichloroisocyanuric acid and 1.2 equivalents of PPh 3. The salient features of the developed reaction path include an ec
Visible-Light-Induced C(sp2)-P Bond Formation by Denitrogenative Coupling of Benzotriazoles with Phosphites
Jian, Yong,Chen, Ming,Huang, Binbin,Jia, Wei,Yang, Chao,Xia, Wujiong
supporting information, p. 5370 - 5374 (2018/09/13)
A visible-light-induced denitrogenative phosphorylation of benzotriazoles is presented, in which diverse substituted aryl phosphonates could be obtained in good to excellent yields. This efficient protocol exhibits good tolerance with various functional g
TCT-mediated synthesis of N-acylbenzotriazoles in aqueous media
Wet-Osot, Sirawit,Phakhodee, Wong,Pattarawarapan, Mookda
, p. 6998 - 7000 (2015/11/27)
The synthesis of N-acylbenzotriazoles has been demonstrated by the 2,4,6-trichloro-1,3,5-triazine (TCT)-mediated condensation of carboxylic acids with 1H-benzotriazole in aqueous media. In saturated aqueous sodium bicarbonate, TCT was found to be relatively stable and functioned as an efficient acid activator in the acyl transfer process. This operationally simple and economic method allows the scalable synthesis of N-acylbenzotriazoles in good to excellent yields.
Facile synthesis of N-acylbenzotriazoles from carboxylic acids mediated by 2,4,6-trichloro-1,3,5-triazine and triethylamine
Wet-Osot, Sirawit,Duangkamol, Chuthamat,Pattarawarapan, Mookda,Phakhodee, Wong
, p. 959 - 963 (2015/02/19)
Abstract A facile, efficient, and economic method toward N-acylbenzotriazoles was reported using 2,4,6-trichloro-1,3,5-triazine in combination with triethylamine as a carboxylic acid activator. Through reacting 1H-benzotriazole with the generated triacylated triazine intermediate, a series of N-acylbenzotriazoles could be rapidly prepared in high yields without column chromatography.
C-acylation of 2-methylfuran and thiophene using N-acylbenzotriazoles
Katritzky, Alan R.,Suzuki, Kazuyuki,Singh, Sandeep K.
, p. 175 - 178 (2007/10/03)
Reactions of 2-methylfuran and thiophene with readily available N-acylbenzotriazoles (RCOBt, where R = 4-tolyl, 4-methoxyphenyl, benzyl, 4-nitrophenyl, 4-diethylaminophenyl, 2-pyridyl and 1-naphthyl) in the presence of TiCl4 or ZnBr2 produced 2-methyl-4-acylfurans 2a-e and 2-acylthiophenes 3a-f in average yields of 54 % and 75 %, respectively. Literature yields for the preparation of the same compounds are significantly lower.
Facile Syntheses of Oxazolines and Thiazolines with N-Acylbenzotriazoles under Microwave Irradiation
Katritzky, Alan R.,Cai, Chunming,Suzuki, Kazuyuki,Singh, Sandeep K.
, p. 811 - 814 (2007/10/03)
Microwave reactions of 2-amino-2-methyl-1-propanol (2) or 2-aminoethanethiol hydrochloride (4) with readily available N-acylbenzotriazoles 1a-j in the presence of SOCl2 produced 2-substituted 2-oxazolines 3a-j in 84-98% yields and 2-substituted
N-acylbenzotriazoles: Neutral acylating reagents for the preparation of primary, secondary, and tertiary amides
Katritzky,He,Suzuki
, p. 8210 - 8213 (2007/10/03)
Readily available N-acylbenzotriazoles 2a-q efficiently acylate aqueous ammonia and primary and secondary amines to give primary, secondary, and tertiary amides in good to excellent yields. The wide applicability of the procedure is illustrated by the preparation of (i) α-hydroxyamides from α-hydroxy acids and of (ii) perfluoroalkylated amides.
