New approach to cyclic sulfites and sulfates through reactions of sulfur oxychlorides with glycidols

被引:6
|
作者
Bredikhin, AA [1 ]
Pashagin, AV [1 ]
Bredikhina, ZA [1 ]
Lazarev, SN [1 ]
Gubaidullin, AT [1 ]
Litvinov, IA [1 ]
机构
[1] Russian Acad Sci, Kazan Res Ctr, AE Arbuzov Organ & Phys Chem Inst, Kazan 420088, Russia
关键词
epoxyalcohols; thionyl chloride; sulfuryl chloride; cyclic sulfites; cyclic sulfates; stereochemistry;
D O I
10.1007/BF02495163
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Reactions of 2,3-epoxyalcohols (glycidols) with thionyl chloride or sulfuryl chloride afford cyclic sulfites or sulfates, respectively. These reactions yield predominantly 4-chloroalkyl-1,3,2-dioxathiolane oxides. The configuration of the C(4) atom in the latter compounds exactly corresponds to that of the C(2) atom of the parent glycidol, whereas the configuration of the exocyclic atom is almost completely reversed with respect to that of the C(3) atom of the precursor.
引用
收藏
页码:1575 / 1582
页数:8
相关论文
共 32 条
  • [21] A new approach to pyridines through the reactions of methyl ketones with 1,2,4-triazines
    Wang, Shu-Wen
    Guo, Wei-Si
    Wen, Li-Rong
    Li, Ming
    RSC ADVANCES, 2014, 4 (103) : 59218 - 59220
  • [22] Internally referenced analysis of charge-transfer reactions in a new ferrocenyl bithiophenic conducting polymer through cyclic voltammetry
    Peng, Chuang
    Zhou, Xiaohang
    Chen, George Z.
    Moggia, Fabrice
    Fages, Frederic
    Brisset, Hugues
    Roncali, Jean
    CHEMICAL COMMUNICATIONS, 2008, (48) : 6606 - 6608
  • [23] SYNTHESIS OF NEW CYCLIC SULFUR YLIDES 9-ALKYL-10-CYANO-9-THIAPHENANTHRENES AND THEIR NOVEL ADDITION-REACTIONS WITH ACETYLENIC ELECTROPHILES
    HORI, M
    KATAOKA, T
    SHIMIZU, H
    KOMATSU, O
    HAMADA, K
    JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (16): : 3668 - 3673
  • [24] A new approach for the synthesis of N-β-enaminocarbonyl 2-oxazolidinones through ring transformation reactions of uracil
    Kitamura, Yoshiaki
    Ohshima, Yuto
    Nagaya, Yuki
    TETRAHEDRON LETTERS, 2022, 88
  • [25] A facile approach for preparing tadpole and barbell-shaped cyclic polymers through combining ATRP and atom transfer radical coupling (ATRC) reactions
    Xue, Xiaoqiang
    Chen, Yangjing
    Liang, Kang
    Huang, Wenyan
    Yang, Hongjun
    Jiang, Li
    Jiang, QiMin
    Jiang, Bibiao
    Pu, Hongting
    POLYMER CHEMISTRY, 2020, 11 (40) : 6529 - 6538
  • [26] A new process for converting SO2 to sulfur without generating secondary pollutants through reactions involving CaS and CaSO4
    Sohn, HY
    Kim, BS
    ENVIRONMENTAL SCIENCE & TECHNOLOGY, 2002, 36 (13) : 3020 - 3024
  • [27] A new synthetic approach to cyclic ureas through carbonylation using di-tert-butyl dicarbonate (boc anhydride) via one pot strategy
    Kumar, Rapeti Thrinadh
    Makam, Parameshwar
    Katari, Naresh Kumar
    Kottalanka, Ravi K.
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2023, 21 (38) : 7821 - 7830
  • [28] A new synthetic approach to the imidazo[1,5-a]imidazole-2-one scaffold and effective functionalization through Suzuki-Miyaura cross coupling reactions
    Loubidi, M.
    Pillard, C.
    El Hakmaoui, A.
    Bernard, P.
    Akssira, M.
    Guillaumet, G.
    RSC ADVANCES, 2016, 6 (09): : 7229 - 7238
  • [29] SYNTHESIS AND THERMAL-REACTIONS OF NEW CYCLIC SULFUR YLIDES POSSESSING 10-PI ELECTRONS, 8-ALKYL-1,3-DIPHENYL-H-2-DIBENZO[B,F]CYCLOPENTA[D]THIEPINIO-2-IDSE
    HORI, M
    OKITSU, M
    KATAOKA, T
    SHIMIZU, H
    NIPPON KAGAKU KAISHI, 1987, (07) : 1323 - 1327
  • [30] Tuning acylthiourea ligands in Ru(II) catalysts for altering the reactivity and chemoselectivity of transfer hydrogenation reactions, and synthesis of 3-isopropoxy-1H-indole through a new synthetic approach
    Sathishkumar, Pushpanathan N.
    Prabha, Padinhattath Sachind
    Bhuvanesh, Nattamai S. P.
    Karvembu, Ramasamy
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2020, 908