1355017-67-2Relevant academic research and scientific papers
Highly Chemo- and Diastereoselective Dearomative [3 + 2] Cycloaddition Reactions of Benzazoles with Donor-Acceptor Oxiranes
Zhang, Shan-Shan,Wang, Dong-Chao,Xie, Ming-Sheng,Qu, Gui-Rong,Guo, Hai-Ming
, p. 8026 - 8029 (2018)
A Sc(OTf)3-catalyzed dearomative [3 + 2] cycloaddition of benzazoles with donor-acceptor oxiranes through chemoselective C-C bond cleavage of oxiranes was developed under mild conditions. This reaction provides an efficient method to construct benzazolo[3,2-c]oxazole compounds in good yields and with high diastereoselectivity. The reaction has a general substrate scope, and the donor-acceptor oxiranes with electron-donating and electron-withdrawing groups on the aromatic ring afforded the desired cycloadducts.
Triflic Acid Catalyzed Formal [3 + 2] Cycloaddition of Donor-Acceptor Oxiranes and Nitriles: A Facile Access to 3-Oxazolines
Zhou, Hai,Zeng, Xiaofei,Ding, Liyuan,Xie, Yan,Zhong, Guofu
, p. 2385 - 2387 (2015)
A TfOH-catalyzed chemoselective [3 + 2] cycloaddition of donor-acceptor oxiranes and nitriles is described. This reaction provides an efficient and practical method for the preparation of useful 3-oxazolines in good to excellent yields (up to 99%).
Asymmetric catalytic [4+3] cycloaddition ofortho-quinone methides with oxiranes
Tan, Qingfa,Yu, Han,Luo, Yao,Chang, Fenzhen,Liu, Xiaohua,Zhou, Yuqiao,Feng, Xiaoming
supporting information, p. 3018 - 3021 (2021/03/29)
Catalytic enantioselective [4+3] cycloaddition reaction betweeno-quinone methides and oxiranes was achieved by using a chiralN,N′-dioxide/TbIIIcomplex as the catalyst, affording medium-sized hydrodioxepine derivatives in high yields (up to 99%)
Chemo- And regioselective ring-opening of donor-acceptor oxiranes with: N -heteroaromatics
Sang, Ji-Wei,Xie, Ming-Sheng,Wang, Man-Man,Qu, Gui-Rong,Guo, Hai-Ming
supporting information, p. 4552 - 4555 (2021/05/17)
The first ring-opening of D-A oxiranes with N-heteroaromatics in a chemoselective C-C bond cleavage manner was achieved. In the presence of 5 mol% of Y(OTf)3 as the catalyst, diverse N-heteroaromatics, including benzotriazoles, purines, substituted benzim
Construction of thiazines and oxathianes: Via [3 + 3] annulation of N -tosylaziridinedicarboxylates and oxiranes with 1,4-dithiane-2,5-diol: Application towards the synthesis of bioactive molecules
Varshnaya, Rohit Kumar,Banerjee, Prabal
, p. 5182 - 5190 (2017/07/10)
Lewis acid catalyzed [3 + 3] annulation of N-tosylaziridinedicarboxylates and oxiranes with in situ generated mercaptoaldehyde for the synthesis of functionalized thiazine and oxathiane derivatives has been developed. Additionally, this method facilitates the derivatization of thiazines by detosylation and Krapcho monodecarboxylation.
Synthesis of 3-Oxazolines via SnCl4-Promoted Formal [3+2] Cycloaddition of Donor-Acceptor Oxiranes and Nitriles
Zhou, Hai,Zeng, Xiaofei,Xie, Yan,Zhong, Guofu
, p. 1693 - 1696 (2015/07/20)
A novel SnCl4-promoted formal [3+2] cycloaddition of donor-acceptor oxiranes and nitriles via chemoselective C-C bond breakage was developed. This reaction provides an efficient and practical method for the preparation of 3-oxazolines in good yields (up to 89%).
C-O versus C-C bond cleavage: Selectivity control in Lewis acid catalyzed chemodivergent cycloadditions of aryl oxiranyldicarboxylates with aldehydes, and theoretical rationalizations of reaction pathways
Chen, Zuliang,Tian, Ziqi,Zhang, Jieming,Ma, Jing,Zhang, Junliang
, p. 8591 - 8595 (2012/08/13)
A clean break: Lewis acid catalyzed chemodivergent [3+2] cycloadditions of aryl oxiranyldicarboxylates with aldehydes are revealed, in which the C-C or C-O bond cleavage of oxiranes can be controlled by the use of Ni(ClO 4)2 or Sn(OTf)2 catalysts (see scheme). Possible reaction pathways for these transformations are demonstrated by theoretical calculations. Copyright
