Novel Platinum-Catalyzed Tandem Reaction: An Efficient Approach to Construct Naphtho[1,2-b]furan

被引：31
|
作者：
Wei, Hao [1 ]
Zhai, Hongbin [1 ,2 ]
Xu, Peng-Fei [1 ]
机构：
[1] Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, Shanghai 200032, Peoples R China
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 74卷 / 05期
基金：
中国国家自然科学基金;
关键词：
GOLD; ALKYNES;
D O I：
10.1021/jo802645s
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient approach to synthesize naphtho[1,2-b]furan has been developed via platinum-catalyzed tandem reaction. This new tandem catalysis induces a cycloisomerization of allenyl ketone, followed by a 6 pi-electrocyclization-type reaction of carbene intermediate. The metal carbene proved to be an effective intermediate in the 6 pi-electrocyclization-type reaction.
引用
收藏
页码：2224 / 2226
页数：3
相关论文
共 50 条
  • [1] AMINOMETHYL DERIVATIVES OF NAPHTHO[1,2-B]FURAN - SYNTHESIS
    MUKHANOVA, TI
    ZINOVYEVA, RA
    VELEZHEVA, VS
    BOGDANOVA, GA
    KHIMIKO-FARMATSEVTICHESKII ZHURNAL, 1990, 24 (11): : 29 - 31
  • [2] 2-methyl-3-(methylsulfinyl)naphtho[1,2-b]furan
    Choi, Hong Dae
    Woo, Hyun Mi
    Seo, Pil Ja
    Son, Byeng Wha
    Lee, Uk
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2006, 62 : O3883 - O3884
  • [3] 2-Phenyl-3-(phenylsulfinyl)naphtho[1,2-b]furan
    Choi, Hong Dae
    Seo, Pil Ja
    Son, Byeng Wha
    Lee, Uk
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2009, 65 : 01641 - U3002
  • [4] A new natural naphtho[1,2-b]furan from the leaves of Cassia fistula
    Wang, Li-Qin
    Tang, Zheng-Rong
    Mu, Wei-Hua
    Kou, Jun-Feng
    He, Dong-Yang
    JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH, 2013, 15 (11) : 1210 - 1213
  • [5] NAPHTHO [1,2-B] FURAN DERIVATIVE FROM FUNGUS ROESLERIA-PALLIDA
    VANEIJK, GW
    PHYTOCHEMISTRY, 1971, 10 (12) : 3263 - &
  • [6] 2-methyl-3-(phenylsulfonyl) naphtho-[1,2-b] furan
    Choi, Hong Dae
    Seo, Pil Ja
    Son, Byeng Wha
    Lee, Uk
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2008, 64 : O452 - U2420
  • [7] Brønsted Acid-Catalyzed Intramolecular Tandem Double Cyclization of γ-Hydroxy Acetylenic Ketones with Alkynes into Naphtho[1,2-b]furan-3-ones
    Zhang, Sen
    Zhu, Hai-Tao
    Xi, Jia-Jun
    Wang, San-Bao
    Chang, Xin
    Shen, Cheng-Ping
    Feng, Yue
    Zhang, Zhao-Yang
    Zhao, Meng-Ting
    Zhang, Li-Kun
    Li, Mi
    Jin, Xiaojie
    Zhou, An-Xi
    Zhou, Ni-Ni
    JOURNAL OF ORGANIC CHEMISTRY, 2024, 89 (03): : 1633 - 1647
  • [8] Platinum-Catalyzed Tandem Indole Annulation/Arylation for the Synthesis of Diindolylmethanes and Indolo[3,2-b]carbazoles
    Shu, Dongxu
    Winston-McPherson, Gabrielle N.
    Song, Wangze
    Tang, Weiping
    ORGANIC LETTERS, 2013, 15 (16) : 4162 - 4165
  • [9] An Efficient Friedel-Crafts/Oxa-Michael/Aromatic Annulation: Rapid Access to Substituted Naphtho[2,1-b]furan, Naphtho[1,2-b]furan, and Benzofuran Derivatives
    Anwar, Shaik
    Huang, Wan-Yun
    Chen, Chih-Hao
    Cheng, You-Song
    Chen, Kwunmin
    CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (13) : 4344 - 4351
  • [10] New approach for the synthesis of novel acenaphtho[1,2-b]furan-8-amines
    Reza Sandaroos
    Saman Damavandi
    Mehri Salimi
    Ali Mohammadi
    Azam Karimian
    Maede Hasanpour
    Molecular Diversity, 2012, 16 : 269 - 277
12345