1310584-59-8Relevant articles and documents
Iridium-Catalyzed Highly Enantioselective Transfer Hydrogenation of Aryl N-Heteroaryl Ketones with N-Oxide as a Removable ortho-Substituent
Liu, Qixing,Wang, Chunqin,Zhou, Haifeng,Wang, Baigui,Lv, Jinliang,Cao, Lu,Fu, Yigang
, p. 971 - 974 (2018/02/23)
A highly enantioselective transfer hydrogenation of non-ortho-substituted aryl N-heteroaryl ketones, using readily available chiral diamine-derived iridium complex (S,S)-1f as a catalyst and sodium formate as a hydrogen source in a mixture of H2O/i-PrOH (v/v = 1:1) under ambient conditions, is described. The chiral aryl N-heteroaryl methanols were obtained with up to 98.2% ee by introducing an N-oxide as a removable ortho-substituent. In contrast, no more than 15.1% ee was observed in the absence of an N-oxide moiety. Furthermore, the practical utility of this protocol was also demonstrated by gram-scale asymmetric synthesis of bepotastine besilate in 51% total yield and 99.9% ee.
[1,2]-Wittig rearrangement of aromatic heterocycles
Yang, Jingyue,Wangweerawong, Apiwat,Dudley, Gregory B.
scheme or table, p. 1603 - 1606 (2012/08/29)
Anionic rearrangement of diverse heteroaryl ethers is reported. In many cases, directed metallation followed by formal [1,2]-Wittig rearrangement provides heteroaryl carbinols in good yield.
Flow microreactor synthesis of disubstituted pyridines from dibromopyridines via Br/Li exchange without using cryogenic conditions
Nagaki, Aiichiro,Yamada, Shigeyuki,Doi, Masatomo,Tomida, Yutaka,Takabayashi, Naofumi,Yoshida, Jun-Ichi
supporting information; experimental part, p. 1110 - 1113 (2011/06/26)
A flow microreactor method for the synthesis of disubstituted pyridines by generation of pyridyllithiums followed by reactions with electrophiles has been developed. By using a short residence time and efficient temperature control, the cryogenic conditions required for conventional batch macro processes can be avoided. Sequential introduction of two different electrophiles into dibromopyridines has been achieved using an integrated flow microreactor system composed of four micromixers and four microtube reactors, to obtain disubstituted pyridine compounds.