Copper-Catalyzed Enantioconvergent Cross-Coupling of Racemic Alkyl Bromides with Azole C(sp2)-H Bonds was written by Su, Xiao-Long;Ye, Liu;Chen, Ji-Jun;Liu, Xiao-Dong;Jiang, Sheng-Peng;Wang, Fu-Li;Liu, Lin;Yang, Chang-Jiang;Chang, Xiao-Yong;Li, Zhong-Liang;Gu, Qiang-Shuai;Liu, Xin-Yuan. And the article was included in Angewandte Chemie, International Edition in 2021.Quality Control of 5-Methoxybenzo[d]oxazole This article mentions the following:
The development of enantioconvergent cross-coupling of racemic alkyl halides directly with heteroarene C(sp2)-H bonds has been impeded by the use of a base at elevated temperature that leads to racemization. We herein report a copper(I)/cinchona-alkaloid-derived N,N,P-ligand catalytic system that enables oxidative addition with racemic alkyl bromides under mild conditions. Thus, coupling with azole C(sp2)-H bonds has been achieved in high enantioselectivity, affording a number of potentially useful α-chiral alkylated azoles, such as 1,3,4-oxadiazoles, oxazoles, and benzo[d]oxazoles as well as 1,3,4-triazoles, for drug discovery. Mechanistic experiments indicated facile deprotonation of an azole C(sp2)-H bond and the involvement of alkyl radical species under the reaction conditions. In the experiment, the researchers used many compounds, for example, 5-Methoxybenzo[d]oxazole (cas: 132227-03-3Quality Control of 5-Methoxybenzo[d]oxazole).
5-Methoxybenzo[d]oxazole (cas: 132227-03-3) belongs to benzoxazole derivatives. Although benzoxazole itself is of little practical value, many derivatives of benzoxazoles are commercially important. Benzoxazoles are prominent in medicinal chemistry due to their wide spectrum of pharmacological activities such as anti-inflammatory, antimycobacterial, antihistamine.Quality Control of 5-Methoxybenzo[d]oxazole
Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem