60903-90-4Relevant academic research and scientific papers
Sulfur-controlled and rhodium-catalyzed formal (3 + 3) transannulation of thioacyl carbenes with alk-2-enals and mechanistic insights
Wu, Qiuyue,Dong, Ziyang,Xu, Jiaxi,Yang, Zhanhui
supporting information, p. 3173 - 3180 (2021/04/21)
A rhodium-catalyzed denitrogenative formal (3 + 3) transannulation of 1,2,3-thiadiazoles with alk-2-enals is achieved, producing 2,3-dihydrothiopyran-4-ones in moderate to excellent yields. An inverse KIE of 0.49 is obtained, suggesting the reversibility of the oxidative addition of thioacyl Rh(i) carbenes to alk-2-enals. The late-stage structural modifications of steroid compounds are realized. Moreover, our studies show that thioacyl carbenes have different reactivities to those of α-oxo and α-imino carbenes, and highlight the importance of heteroatoms in deciding the reactivities of heterovinyl carbenes.
A facile copper(i)-catalyzed homo-coupling of indanone derivatives using diaziridinone under mild conditions
Han, Wenyong,Yang, Yihui,Zhu, Yingguang,Shi, Yian
supporting information, p. 6998 - 7001 (2019/08/01)
A novel and efficient Cu(i)-catalyzed homo-coupling of indanone derivatives using diaziridinone as an oxidant is described. A variety of 1,4-dicarbonyl compounds bearing two adjacent quaternary stereocenters were obtained in high yields with high diastereoselectivities via a base-free and operationally simple process under mild reaction conditions.
Rhodium-Catalyzed Synthesis of Sulfur Ylides via in Situ Generated Iodonium Ylides
Vaitla, Janakiram,Hopmann, Kathrin H.,Bayer, Annette
supporting information, p. 6688 - 6691 (2017/12/26)
A convenient strategy for the synthesis of sulfur ylides via rhodium-catalyzed coupling of in situ generated iodonium ylides with sulfides or sulfoxides has been developed. A wide range of sulfur ylides were obtained in moderate to good yields from inexpensive sulfur compounds and active methylene compounds with a short reaction time (MW, 5-10 min) or 12-16 h at rt. Furthermore, these sulfoxonium ylides were used as novel acceptor/acceptor carbenes for N-H insertion reactions.
I2/Cu-mediated self-sorting domino reaction of aryl β-ketoesters into symmetrical 2-carboalkoxy-1,4-enediones: Application to synthesis of pyrazine, β-carboline and quinoxalines
Satish, Gandhesiri,Ilangovan, Andivelu
, p. 46163 - 46172 (2015/06/08)
A self-sorting domino reaction of aryl β-ketoesters into symmetrical 1,4-enediones is reported by an I2/Cu system. The reaction proceeds through tandem iodination, self-dimerization and Krapcho dealkoxycarbonylation in one pot under open air condition. Further, 1,4-enediones were successfully employed for the synthesis of bioactive pyrazine, β-carboline and quinoxalines via aza-Michael addition, intramolecular cyclization and C-C bond cleavage of 1,3-dicarbonyl unit under mild reaction condition. This journal is
Efficient selective formation of C-C single bonds and C=C double bonds by NBS-promoted oxidative coupling of β-keto esters
Wang, Zhiguo,Yin, Guodong,Chen, Aihua,Hu, Shengli,Wu, Anxin
, p. 4399 - 4405 (2008/03/14)
A new application of NBS, which results in the oxidative coupling of β-keto esters to selectively form C-C single and C=C double bonds, can be controlled by the amount of NBS and t-BuOK employed. This methodology adds a new entry to C-C single and C=C double-bond formation between active methylene groups under mild conditions with high selectivity. Copyright Taylor & Francis Group, LLC.
