Eco-friendly and efficient catalyst-free synthesis of N-sulfonylimines from sulfonamides and aldehydes: crucial role of Al2O3 as a reusable dehydrating agent

被引:0
作者
Litim, Zaineb [1 ]
Slimi, Hanen [1 ,2 ]
Ollevier, Thierry [2 ]
Kraiem, Jamil [1 ]
机构
[1] Univ Monastir, Fac Pharm Monastir, Lab Dev Chim Galen & Pharmacol Med, Rue Avicenne, Monastir 5000, Tunisia
[2] Univ Laval, Dept Chim, 1045 Ave Med, Quebec City, PQ G1V 0A6, Canada
关键词
DIELS-ALDER REACTIONS; ACTIVATED ALUMINA; CASCADE REACTION; IN-SITU; ALDIMINES; CONVENIENT; SULFINYL; IMINES; TOSYLIMINES; CARBONATE;
D O I
10.1039/d2ra08304c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A green synthetic method for the synthesis of N-sulfonylimines was developed involving the straightforward condensation of sulfonamides with aldehydes under green and catalyst-free conditions, mediated by neutral Al2O3 as an efficient and reusable dehydrating agent. N-Sulfonylimines were produced in high yields and purity under simple experimental procedures.
引用
收藏
页码:4431 / 4435
页数:5
相关论文
共 53 条
  • [1] Performance characteristics of thin-multilayer activated alumina bed
    Abou-Ziyan, H.
    El-Raheim, D. Abd
    Mahmoud, O.
    Fatouh, M.
    [J]. APPLIED ENERGY, 2017, 190 : 29 - 42
  • [2] Direct synthesis of aliphatic vinyl aziridines
    Arini, LG
    Sinclair, A
    Szeto, P
    Stockman, RA
    [J]. TETRAHEDRON LETTERS, 2004, 45 (08) : 1589 - 1591
  • [3] N,N′-Dioxide Scandium(III)-Catalyzed Asymmetric Aza-Friedel-Crafts Reaction of Sesamol with Aldimines
    Bai, Sha
    Liao, Yuting
    Lin, Lili
    Luo, Weiwei
    Liu, Xiaohua
    Feng, Xiaoming
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2014, 79 (21) : 10662 - 10668
  • [4] SmI2-coupling reaction of chiral non-racemic α-bromo-α′-sulfinyl ketones with imines: synthesis of enantiomerically pure 2-methyl-3-amino-1-ol moieties
    Barbarotto, Marie
    Geist, Julie
    Choppin, Sabine
    Colobert, Francoise
    [J]. TETRAHEDRON-ASYMMETRY, 2009, 20 (24) : 2780 - 2787
  • [5] Propylene Carbonate in Organic Synthesis: Exploring its Potential as a Green Solvent
    Bello Forero, Josue S.
    Hernandez Munoz, July A.
    Jones Junior, Joel
    da Silva, Flavia M.
    [J]. CURRENT ORGANIC SYNTHESIS, 2016, 13 (06) : 834 - 846
  • [6] Additions of organometallic reagents to C=N bonds: Reactivity and selectivity
    Bloch, R
    [J]. CHEMICAL REVIEWS, 1998, 98 (04) : 1407 - 1438
  • [7] A CONVENIENT AND GENERAL PREPARATION OF N-SULFONYLIMINES
    BOGER, DL
    CORBETT, WL
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (17) : 4777 - 4780
  • [8] DIELS-ALDER REACTIONS OF 1-AZA-1,3-BUTADIENES - ROOM-TEMPERATURE, ENDO-SELECTIVE LUMODIENE-CONTROLLED [4+2]-CYCLOADDITION REACTIONS OF N-SULFONYL-4-(ETHOXYCARBONYL)-1-AZA-1,3-BUTADIENES
    BOGER, DL
    CURRAN, TT
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (20) : 5439 - 5442
  • [9] Asymmetric Synthesis of New Chiral β-Amino Acid Derivatives by Mannich-type Reactions of Chiral N-Sulfinyl Imidates with N-Tosyl Aldimines
    Colpaert, Filip
    Mangelinckx, Sven
    De Kimpe, Norbert
    [J]. ORGANIC LETTERS, 2010, 12 (09) : 1904 - 1907
  • [10] CHEMISTRY OF OXAZIRIDINES .2. IMPROVED SYNTHESIS OF 2-SULFONYLOXAZIRIDINES
    DAVIS, FA
    STRINGER, OD
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (09) : 1774 - 1775