201805-75-6Relevant academic research and scientific papers
Direct conversion of indoles to 3,3-difluoro-2-oxindoles via electrophilic fluorination
Lim, Yee Hwee,Ong, Qunxiang,Duong, Hung A.,Nguyen, Tuan Minh,Johannes, Charles W.
supporting information, p. 5676 - 5679 (2013/01/15)
3,3-Difluoro-2-oxindoles can be obtained directly from indoles in moderate yields via electrophilic fluorination using N-fluorobenzenesulfonimide as a mild fluorinating reagent. The presence of tert-butyl hydroperoxide during the reaction, together with additional heating after quenching the reaction with triethylamine, is beneficial to the formation of the desired product.
Iridium catalyzed asymmetric hydrogenation of cyclic imines of benzodiazepinones and benzodiazepines
Gao, Kai,Wu, Bo,Yu, Chang-Bin,Chen, Qing-An,Ye, Zhi-Shi,Zhou, Yong-Gui
supporting information; experimental part, p. 3890 - 3893 (2012/09/22)
Highly enantioselective Ir-catalyzed hydrogenation of seven-membered cyclic imines of benzodiazepinones and benzodiazepines was achieved with up to 96% ee. This method provides a direct access to synthesize a range of chiral cyclic amines existing in nume
Tunable hydride transfer in the redox amination of indoline with aldehyde: An attractive intramolecular hydrogen-bond effect
Mao, Hui,Xu, Runsheng,Wan, Jieping,Jiang, Zhengyang,Sun, Cuirong,Pan, Yuanjiang
supporting information; experimental part, p. 13352 - 13355 (2011/03/17)
Hydride hijacked by "hydrogen"! N-Alkylindoles and N-alkylindolines were obtained in the redox amination of indoline with aldehyde, which was tuned by a hydrogen-bond effect. Salicylaldehyde gave the indoline-type product via intermolecular hydride transfer, while other aromatic aldehydes gave the indole-type product via intramolecular hydride transfer. Copyright
Novel indole-fused, medium-sized ring heterocycles via chloroacetamide photochemistry
Bremner, John B.,Russell, Henry F.,Skelton, Brian W.,White, Allan H.
, p. 277 - 290 (2007/10/03)
Syntheses of derivatives of three novel indole-fused systems based on indolo[2,1-d][1,5]benzodiazocine, indolo[7,7a,1-d,e][1,6]benzodiazonine and pyrrolo[2,3-b]indolo[5,5a,6-b,a]quinazoline, the first two including 8- and 9-membered ring heterocycles, are
o-Nitrobenzyl as a photocleavable nitrogen protecting group for indoles, benzimidazole, and 6-chlorouracil
Voelker, Troy,Ewell, Tim,Joo, Jean,Edstrom, Eric D.
, p. 359 - 362 (2007/10/03)
The potential for the o-nitrobenzyl group as an alternative nitrogen protecting group for various indoles, benzimidazole, and 6-chlorouracil was determined. Treatment of the appropriate N-H containing substrate with LiH or NaH in DMF followed by o-nitrobenzyl bromide afforded reasonable yields of N-alkylated products. To effect removal of this group, simple photolysis with 300 nm light afforded good yields of starting substrate.
