Palladium catalyzed alkenylation or alkynylation at C-5 of uracil nucleosides using novel phenyliodonium triflate

被引：21
|
作者：
Roh, KR [1 ]
Kim, JY [1 ]
Kim, YH [1 ]
机构：
[1] Korea Adv Inst Sci & Technol, Dept Chem, Taejon 305701, South Korea
来源：
TETRAHEDRON LETTERS | 1999年 / 40卷 / 10期
关键词：
D O I：
10.1016/S0040-4039(98)02491-5
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A new coupling reaction between novel uracil-5-iodonium triflate and unsaturated stannane or alkenyl boronic acid is described. The reaction is achieved via palladium catalyzed cross-coupling reaction under mild conditions within short reaction time. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：1903 / 1906
页数：4
相关论文
共 50 条
  • [1] Palladium-catalyzed alkynylation (Sonogashira coupling) at C-5 of the uracil moiety in modified unsaturated pyranosyl nucleosides
    Mendonca, Francisco J. B., Jr.
    dos Anjos, Janaina V.
    Sinou, Denis
    de Melo, Sebastlao J.
    Srivastava, Rajendra M.
    SYNTHESIS-STUTTGART, 2007, 12 (12): : 1890 - 1897
  • [2] Novel synthesis of 5-phenyliodonium triflate substituted uracil nucleosides
    Roh, KR
    Kim, JY
    Kim, YH
    CHEMISTRY LETTERS, 1998, (11) : 1095 - 1096
  • [3] Synthesis of C-5 substituted nucleosides via palladium-catalyzed coupling of dienes and amines
    Larock, RC
    Wang, Y
    Dong, XY
    Yao, TL
    TETRAHEDRON, 2005, 61 (48) : 11427 - 11439
  • [4] C-5 SUBSTITUTED PYRIMIDINE NUCLEOSIDES .1. SYNTHESIS OF C-5 ALLYL, PROPYL, AND PROPENYL URACIL AND CYTOSINE NUCLEOSIDES VIA ORGANOPALLADIUM INTERMEDIATES
    RUTH, JL
    BERGSTROM, DE
    JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (14): : 2870 - 2876
  • [5] CERIUM(IV) CATALYZED IODINATION AT C5 OF URACIL NUCLEOSIDES
    ASAKURA, J
    ROBINS, MJ
    TETRAHEDRON LETTERS, 1988, 29 (23) : 2855 - 2858
  • [6] SYNTHESIS OF C-5 SUBSTITUTED PYRIMIDINE NUCLEOSIDES VIA ORGANO-PALLADIUM INTERMEDIATES
    BERGSTROM, DE
    RUTH, JL
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (06) : 1587 - 1589
  • [7] Palladium-Catalyzed Alkenylation and Alkynylation of ortho-C(sp2)-H Bonds of Benzylamine Picolinamides
    Zhao, Yingsheng
    He, Gang
    Nack, William A.
    Chen, Gong
    ORGANIC LETTERS, 2012, 14 (12) : 2948 - 2951
  • [8] Palladium-Catalyzed Template Directed C-5 Selective Olefination of Thiazoles
    Achar, Tapas Kumar
    Biswas, Jyoti Prasad
    Porey, Sandip
    Pal, Tapas
    Ramakrishna, Kankanala
    Maiti, Siddhartha
    Maiti, Debabrata
    JOURNAL OF ORGANIC CHEMISTRY, 2019, 84 (12): : 8315 - 8321
  • [9] PHOTOINDUCED REACTIONS .162. A FACILE PHOTOCHEMICAL ROUTE TO C-5 AND C-6 ALLYL-SUBSTITUTED URACIL NUCLEOSIDES
    SAITO, I
    IKEHIRA, H
    MATSUURA, T
    TETRAHEDRON LETTERS, 1985, 26 (16) : 1993 - 1994
  • [10] Stereoretentive Palladium-Catalyzed Arylation, Alkenylation, and Alkynylation of 1-Thiosugars and Thiols Using Aminobiphenyl Palladacycle Precatalyst at Room Temperature
    Bruneau, Alexandre
    Roche, Maxime
    Hamze, Abdallah
    Brion, Jean-Daniel
    Alami, Mouad
    Messaoudi, Samir
    CHEMISTRY-A EUROPEAN JOURNAL, 2015, 21 (23) : 8375 - 8379
12345