34173-49-4Relevant academic research and scientific papers
Synthesis of 2-Deoxy-C-Glycosides via Iridium-Catalyzed sp2 and sp3 C—H Glycosylation with Unfunctionalized Glycals?
Zhu, Wanjun,Sun, Qikai,Chang, Hai,Zhang, Hui-Xing,Wang, Quanquan,Chen, Gong,He, Gang
supporting information, p. 571 - 576 (2022/01/08)
A new protocol for the synthesis of 2-deoxy-C-aryl-glycosides and 2-deoxy-C-alkyl-glycosides via iridium-catalyzed directed C—H glycosylation with glycals is reported. The method is amenable for both the C2 C—H glycosylation of indoles and the methyl C—H glycosylation of secondary methyl amines under the control of an N-linked benzoxazole directing group. The benzoxazole group can be cleanly removed by the treatment of KOH or LiAlH4.
Pd-PEPPSI-IPentAn Promoted Deactivated Amination of Aryl Chlorides with Amines under Aerobic Conditions
Huang, Fei-Dong,Xu, Chang,Lu, Dong-Dong,Shen, Dong-Sheng,Li, Tian,Liu, Feng-Shou
, p. 9144 - 9155 (2018/07/21)
We report herein a highly efficient Pd-catalyzed amination by "bulky-yet-flexible" Pd-PEPPSI-IPentAn complexes. The relationship between the N-heterocyclic carbenes (NHCs) structure and catalytic properties was discussed. Sterically hindered (hetero)aryl chlorides and a variety of aliphatic and aromatic amines can be applied in this cross-coupling, which smoothly proceeded to provide desired products. The operationally simple protocol highlights the rapid access to CAr-N bond formation under mild conditions without the exclusion of air and moisture.
N-Bromosuccinimide as an oxidant for the transition-metal-free synthesis of 2-aminobenzoxazoles from benzoxazoles and secondary amines
Wang, Xiaoe,Xu, Daqian,Miao, Chengxia,Zhang, Qiaohong,Sun, Wei
, p. 3108 - 3113 (2014/05/06)
A facile and transition-metal-free method was developed through merging the ring opening of benzoxazoles with secondary amines and N-bromosuccinimide (NBS) mediated oxidative cyclization toward the synthesis of 2-aminobenzoxazoles. NBS was selected as a powerful oxidant in the oxidative cyclization of ring-opening amidines to provide the desirable 2-aminobenzoxazoles in excellent yields (up to 94%).
Selectivity in the Consecutive SNAr-Dequaternization Reactions of Heteroaromatic Chlorides with Tertiary Amines under High Pressure
Matsumoto, Kiyoshi,Toda, Mitsuo,Hashimoto, Shiro
, p. 1283 - 1286 (2007/10/02)
Consecutive SNAr-dealkylation reactions of heteroaromatic chlorides such as 2-chloro-5-trifluoromethylpyridine and 2-chlorobenzothiazole with tertiary amines took place under high pressure in a highly selective fashion; some synthetic potential
