Nickel(II) chloride as an efficient and useful catalyst for chemoselective thioacetalization of aldehydes

被引：56
|
作者：
Khan, AT [1 ]
Mondal, E
Sahu, PR
Islam, S
机构：
[1] Indian Inst Technol, Dept Chem, N Guwahati 781039, Guwahati, India
[2] Dept Chem, Santini Ketan 731235, W Bengal, India
来源：
TETRAHEDRON LETTERS | 2003年 / 44卷 / 05期
关键词：
protection; dithioacetals; ethanethiol; thiophenol; 1,2-ethanedithiol; 1,3-propanedithiol; nickel(II) chloride;
D O I：
10.1016/S0040-4039(02)02771-5
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A wide variety of acyclic and cyclic dithioacetals can be prepared chemoselectively from the corresponding aldehydes by employing a catalytic amount of nickel(II) chloride in dry CH2Cl2-MeOH (5:1) at room temperature in good yields. Some of the major advantages of this procedure are high chemoselectivity, ease of operation, high yields and also compatibility with other protecting groups. (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：919 / 922
页数：4
相关论文
共 50 条
  • [31] Vanadium(III) chloride: A mild and efficient catalyst for the chemoselective deprotection of acetonides
    Sabitha, G
    Reddy, GSKK
    Reddy, KB
    Reddy, NM
    Yadav, JS
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2005, 238 (1-2) : 229 - 232
  • [32] Iron(III) Trifluoroacetate: Chemoselective and Recyclable Lewis Acid Catalyst for Diacetylation of Aldehydes, Thioacetalization and Transthioacetalization of Carbonyl Compounds and Aerobic Coupling of Thiols
    Adibi Hadi
    Samimi Heshmat Allah
    Iranpoor Nasser
    CHINESE JOURNAL OF CHEMISTRY, 2008, 26 (11) : 2086 - 2092
  • [33] Nickel (II) chloride hexahydrate as an efficient catalyst for the preparation of highly functionalised piperidine derivatives
    Shafiee, Mohammad Reza Mohammad
    Najafabadi, Batool Hojati
    Ghashang, Majid
    JOURNAL OF CHEMICAL RESEARCH, 2012, (06) : 336 - 339
  • [34] Efficient copper bromide catalyzed chemoselective thioacetalization of carbonyl compounds: Selectivity and scope
    Varala, Ravi
    Nuvula, Sreelatha
    Adapa, Srinivas R.
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2006, 27 (07): : 1079 - 1082
  • [35] A highly efficient and useful synthetic protocol for the synthesis of bis[aryl(diethoxyphosphoryl)methyllamines from aromatic aldehydes using acetyl chloride as an efficient catalyst
    Kaboudin, Babak
    Jafari, Ehsan
    SYNTHESIS-STUTTGART, 2007, (12): : 1823 - 1826
  • [36] Efficient copper bromide catalyzed chemoselective thioacetalization of carbonyl compounds: Selectivity and scope
    Varala, Ravi
    Nuvula, Sreelatha
    Adapa, Srinivas R.
    Bulletin of the Korean Chemical Society, 2006, 27 (07) : 1079 - 1082
  • [37] Mesoporous poly-melamine-formaldehyde (mPMF) - a highly efficient catalyst for chemoselective acetalization of aldehydes
    Tan, Mei Xuan
    Gu, Liuqun
    Li, Nannan
    Ying, Jackie Y.
    Zhang, Yugen
    GREEN CHEMISTRY, 2013, 15 (05) : 1127 - 1132
  • [38] A Practical and Highly Chemoselective Hydrogenation of Aldehydes with a Copper Catalyst
    Shimizu, Hideo
    Sayo, Noboru
    Saito, Takao
    SYNLETT, 2009, (08) : 1295 - 1298
  • [39] Efficient Chemoselective Oxidation of Phenylmethanols to Aldehydes with Iodosobenzene
    Patrina Paraskevopoulou
    Eleftheria Petalidou
    Nikos Psaroudakis
    Pericles Stavropoulos
    Konstantinos Mertis
    Monatshefte für Chemie / Chemical Monthly, 2005, 136 : 2035 - 2039
  • [40] Efficient chemoselective oxidation of phenylmethanols to aldehydes with iodosobenzene
    Paraskevopoulou, P
    Petalidou, E
    Psaroudakis, N
    Stavropoulos, P
    Mertis, K
    MONATSHEFTE FUR CHEMIE, 2005, 136 (12): : 2035 - 2039
12345