Mn(III)-based oxidative tandem free-radical cyclizations of methylenecyclopropanes with substituted dicarbonyl compounds

被引:15
|
作者
Fu, Wei-Jun
Huang, Xian
机构
[1] Zhejiang Univ, Dept Chem, Hangzhou 310028, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Oganomet Chem, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
radical cyclization; methylenecyclopropanes; manganese(III) acetate; substituted dicarbonyl compounds; dihydronaphthalene derivatives;
D O I
10.1016/j.jorganchem.2006.10.001
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Manganese(III) acetate-mediated tandem radical cyclization reactions of methylenecyclopropanes with methyl substituted dicarbonyl compounds in acetic acid give dihydronaphthalene derivatives in moderate yields under mild conditions. (c) 2006 Elsevier B.V. All rights reserved.
引用
收藏
页码:740 / 745
页数:6
相关论文
共 50 条
  • [41] Manganese(III) Acetate Mediated Oxidative Free-Radical Reactions of 2-(Alkenylamino)-1,4-naphthoquinones with 1,3-Dicarbonyl Compounds
    Hsu, Yu-Lin
    Chung, Chen-Ping
    SYNTHESIS-STUTTGART, 2014, 46 (24): : 3374 - 3382
  • [42] MANGANESE(III)-PROMOTED OXIDATIVE FREE-RADICAL CYCLIZATIONS OF BETA-KETO IMIDES - ASYMMETRIC INDUCTION WITH OPPOLZERS CHIRAL SULTAM
    ZORETIC, PA
    WENG, XY
    BIGGERS, CK
    BIGGERS, MS
    CASPAR, ML
    DAVIS, DG
    TETRAHEDRON LETTERS, 1992, 33 (19) : 2637 - 2640
  • [43] FREE-RADICAL ADDUCTS OF TRI(CYCLOHEXYL)PLUMBYL RADICALS WITH ALPHA-DICARBONYL COMPOUNDS
    HUDSON, A
    JACKSON, RA
    SIMMONS, NPC
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1977, (13): : 1633 - 1635
  • [44] Manganese(III)-mediated oxidative free-radical cyclisations of allenyl malonates
    Curry, Lucy
    Hallside, Michal S.
    Powell, Luke H.
    Sprague, Simon J.
    Burton, Jonathan W.
    TETRAHEDRON, 2009, 65 (52) : 10882 - 10892
  • [45] Synthesis of dioxapropellanes using Mn(III)-based oxidative tandem cyclization of tetracarbonyl compounds with diarylethenes
    Shibuya, Keisuke
    Chikamatsu, Ayaka
    Hisano, Kazuki
    Nishino, Hiroshi
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 2024, 97 (03)
  • [46] OXIDATIVE FREE-RADICAL CYCLIZATIONS VIA COBALT(I) REAGENTS - NOVEL-APPROACH TO FUNCTIONALIZED BUTYROLACTONES
    BHANDAL, H
    PATTENDEN, G
    RUSSELL, JJ
    TETRAHEDRON LETTERS, 1986, 27 (20) : 2299 - 2302
  • [47] SYNTHESIS OF BENZOFURANS, INDOLES AND BENZOPYRANS VIA OXIDATIVE FREE-RADICAL CYCLIZATIONS USING COBALT SALEN COMPLEXES
    PATEL, VF
    PATTENDEN, G
    RUSSELL, JJ
    TETRAHEDRON LETTERS, 1986, 27 (20) : 2303 - 2306
  • [48] Tandem SN2′ nucleophilic substitution/oxidative radical cyclization of aryl substituted allylic alcohols with 1,3-dicarbonyl compounds
    Zhang, Zhen
    Li, Cheng
    Wang, Shao-Hua
    Zhang, Fu-Min
    Han, Xue
    Tu, Yong-Qiang
    Zhang, Xiao-Ming
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2017, 15 (15) : 3239 - 3247
  • [49] Lanthanlide triflates catalyzed Mn(III)-based oxidative free-radical cyclization reactions: Enantioselective total synthesis of (-)-triptolide, (-)-triptonide, and (+)-triptophenolide.
    Yang, D
    Ye, XY
    Gu, S
    Xu, M
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1999, 218 : U53 - U53
  • [50] Manganese(III) acetate mediated oxidative free radical reactions between indole derivatives and 1,3-dicarbonyl compounds
    Tsai, AI
    Lin, CH
    Chuang, CP
    HETEROCYCLES, 2005, 65 (10) : 2381 - 2394