Flash vacuum pyrolysis of aryl propargyl ethers

被引:5
|
作者
Mohamed, Asaad S. [1 ]
Habib, Osama M. [2 ]
Al-Awadi, Nouria A. [1 ]
机构
[1] Kuwait Univ, Fac Sci, Chem Dept, POB 5969, Safat 13060, Kuwait
[2] Kuwait Univ, Fac Med, Biochem Dept, Safat, Kuwait
关键词
Flash vacuum pyrolysis; Propargyl ethers; Claisen rearrangement; OXIDATIVE CYCLIZATION; ARYLBORONIC ACIDS; IONIC LIQUIDS; COMPLEXES; REGIOSELECTIVITY; 2H-CHROMENES; TEMPERATURE; REAGENT; PHENYL;
D O I
10.1016/j.jaap.2022.105638
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
Flash vacuum pyrolysis (FVP) of aryl propargyl ether 9 produces 2-methylbenzofuran 21, 2H-chromene indanone 22 and benzocyclobutene 23. o-chloro-and bromo-aryl propargyl ethers 10 & 11 resulted mainly in methyl-benzofurans 25, 26 & 29 and 2H-chromene derivative 27. On the other hand, FVP of arylpropargyl ethers with an active substituent at the ortho position of the aryl group 12-15 & 20 has resulted in interesting, unexpected products. All products were analyzed, fully characterized, and identified. Mechanisms are proposed for most of these FVP reactions.
引用
收藏
页数:10
相关论文
共 50 条
  • [1] Flash vacuum pyrolysis (FVP) of aryl propargyl ethers, amines and acetylenic ester
    Alrajhei, Amal J. K.
    Mohamed, Asaad S.
    Mohammad, Muna A.
    Habib, Osama M.
    Al-Awadi, Nouria A.
    ARKIVOC, 2024, : 1 - 13
  • [2] Flash vacuum pyrolysis of steroid propargyl ethers
    Husain, Ali
    Mohamed, Asaad S.
    Habib, Osama M.
    Al-Awadi, Nouria A.
    JOURNAL OF ANALYTICAL AND APPLIED PYROLYSIS, 2024, 181
  • [3] Flash vacuum pyrolysis (FVP) of aryl propargyl ethers, amines and acetylenic ester
    Alrajhei, Amal J. K.
    Mohamed, Asaad S.
    Mohammad, Muna A.
    Habib, Osama M.
    Al-Awadi, Nouria A.
    ARKIVOC, 2024, : 1 - 13
  • [4] Aryl-aryl bond formation by flash vacuum pyrolysis of benzannulated thiopyrans
    Amick, Aaron W.
    Wakamiya, Atsushi
    Scott, Lawrence T.
    JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (13): : 5119 - 5122
  • [5] Production of methyl aryl ethers from biomass flash pyrolysis vapors
    Samolada, MC
    Vasalos, IA
    BIOMASS FOR ENERGY AND INDUSTRY, 1998, : 1716 - 1719
  • [6] Probing Mechanisms of Aryl-Aryl Bond Cleavages under Flash Vacuum Pyrolysis Conditions
    Jackson, Edward A.
    Xue, Xiang
    Cho, Hee Yeon
    Scott, Lawrence T.
    AUSTRALIAN JOURNAL OF CHEMISTRY, 2014, 67 (8-9) : 1279 - 1287
  • [7] Flash vacuum pyrolysis of benzylidene halides, benzotrihalides and aryl halides over magnesium
    Aitken, R. Alan
    Hodgson, Philip K. G.
    Oyewale, Adebayo O.
    JOURNAL OF ANALYTICAL AND APPLIED PYROLYSIS, 2017, 124 : 618 - 630
  • [8] Synthesis and flash vacuum pyrolysis of hydroxy-substituted phenethyl phenyl ethers.
    Cooney, MJ
    Britt, PF
    Buchanan, AC
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1996, 212 : 439 - ORGN
  • [9] CATALYSIS IN FLASH VACUUM PYROLYSIS
    HODGETTS, I
    NOYCE, SJ
    STORR, RC
    TETRAHEDRON LETTERS, 1984, 25 (47) : 5435 - 5438
  • [10] Flash vacuum pyrolysis of argentilactone
    McNab, Hamish
    Priestap, Horacio A.
    Tyas, Richard G.
    JOURNAL OF ANALYTICAL AND APPLIED PYROLYSIS, 2007, 80 (01) : 182 - 186