Synthesis of benzofused cyclobutaoxepanones via intramolecular annulation of o-cinnamyl chalcones

被引：1
|
作者：
Chang, Meng-Yang [1 ,2 ]
Tsai, Min-Chen [1 ]
机构：
[1] Kaohsiung Med Univ, Dept Med & Appl Chem, Kaohsiung 807, Taiwan
[2] Kaohsiung Med Univ Hosp, Dept Med Res, Kaohsiung 807, Taiwan
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2021年 / 19卷 / 10期
关键词：
CYCLOBUTANE DERIVATIVES;
D O I：
10.1039/d1ob00058f
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Intramolecular stereoselective annulation of o-cinnamyloxy chalcones provides two kinds of tricyclic benzofused cyclobutaoxepanones via the synthesized routes of DABCO/NBS (1,4-diazabicyclo[2.2.2]octane/N-bromosuccinimide)-mediated Baylis-Hillman type cyclization or low-pressure mercury (LP Hg) lamp-promoted photocontrolled [2 + 2] cycloaddition. Diversified reaction conditions have been investigated for one-pot facile, high-yield transformation.
引用
收藏
页码：2254 / 2268
页数：15
相关论文
共 50 条
  • [21] Chemical synthesis of a cyclotide via intramolecular cyclization of peptide O-esters
    Zheng Ji-Shen
    Chang Hao-Nan
    Shi Jing
    Liu Lei
    SCIENCE CHINA-CHEMISTRY, 2012, 55 (01) : 64 - 69
  • [22] Chemical synthesis of a cyclotide via intramolecular cyclization of peptide O-esters
    Ji-Shen Zheng
    Hao-Nan Chang
    Jing Shi
    Lei Liu
    Science China Chemistry, 2012, 55 : 64 - 69
  • [23] Chemical synthesis of a cyclotide via intramolecular cyclization of peptide O-esters
    ZHENG Ji-Shen
    Department of Chemistry
    Science China(Chemistry), 2012, (01) : 64 - 69
  • [24] Chemical synthesis of a cyclotide via intramolecular cyclization of peptide O-esters
    ZHENG JiShenCHANG HaoNanSHI JingLIU Lei Department of ChemistryUniversity of Science and Technology of ChinaHefei China
    Department of ChemistryTsinghua UniversityBeijing China State Key Laboratory of Natural and Biomimetic DrugsPeking UniversityBeijing China
    中国科学:化学, 2012, 42 (02) : 210 - 212
  • [25] Intramolecular Condensation via an o-Quinone Methide: Total Synthesis of (±)-Heliol
    Green, Jason C.
    Brown, Eric R.
    Pettus, Thomas R. R.
    ORGANIC LETTERS, 2012, 14 (12) : 2929 - 2931
  • [26] Synthesis of N-aryl indole-2-carboxylates via an intramolecular palladium-catalysed annulation of didehydrophenylalanine derivatives
    Brown, JA
    TETRAHEDRON LETTERS, 2000, 41 (10) : 1623 - 1626
  • [27] Enantioselective Synthesis of Aza-Flavanones with an All-Carbon Quaternary Stereocenter via NHC-Catalyzed Intramolecular Annulation
    Baranska, Izabela
    Slotwinski, Michal
    Muziol, Tadeusz
    Rafinski, Zbigniew
    ACS OMEGA, 2023, 8 (44): : 41480 - 41484
  • [28] Tandem Synthesis of Pyrroloacridones via [3+2] Alkyne Annulation/Ring-Opening with Concomitant Intramolecular Aldol Condensation
    Verma, Akhilesh K.
    Kotla, Siva K. Reddy
    Aggarwal, Trapti
    Kumar, Sonu
    Nimesh, Hemlata
    Tiwari, Rakesh K.
    JOURNAL OF ORGANIC CHEMISTRY, 2013, 78 (11): : 5372 - 5384
  • [29] Facile synthesis of 2,3-disubstituted benzofurans via DBU-promoted intramolecular annulation of ortho oxyether aroylformates
    Liu, Rongfang
    Han, Ling
    Liu, Jialin
    Fan, Binbin
    Li, Ruifeng
    Qiao, Yan
    Zhou, Rong
    SYNTHETIC COMMUNICATIONS, 2018, 48 (24) : 3079 - 3088
  • [30] Synthesis of coumarins via palladium-catalyzed carbonylative annulation of internal alkynes by o-iodophenols
    Kadnikov, DV
    Larock, RC
    ORGANIC LETTERS, 2000, 2 (23) : 3643 - 3646
12345