First Intramolecular Alkylation of Nitriles with Primary and Secondary Alcohols Catalyzed by Iridium Complexes

被引：27
|
作者：
Anxionnat, Bruno [1 ]
Pardo, Domingo Gomez [1 ]
Ricci, Gino [2 ]
Cossy, Janine [1 ]
机构：
[1] ESPCI ParisTech, Chim Organ Lab, F-75005 Paris, France
[2] Sanofi, Proc Dev, F-04210 Sisteron, France
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2012年 / 2012卷 / 24期
关键词：
Iridium; Homogeneous catalysis; Alkylation; Hydrogen transfer; Nitriles; DIRECT ALPHA-ALKYLATION; MONOALKYLATION; ARYLACETONITRILES; ACETONITRILE; CYCLIZATIONS; KETONES;
D O I：
10.1002/ejoc.201200850
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The first iridium-catalyzed intramolecular alkylation ofnitriles with primary and secondary alcohols through hydrogen transfer is described. This reaction allows access to precursors of biologically active arylmethylamines.
引用
收藏
页码：4453 / 4456
页数：4
相关论文
共 50 条
  • [1] First Intramolecular Alkylation of Nitriles with Primary and Secondary Alcohols Catalyzed by Iridium Complexes (vol 2012, pg 4453, 2012)
    Anxionnat, Bruno
    Pardo, Domingo Gomez
    Ricci, Gino
    Cossy, Janine
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 2014 (19) : 4180 - 4180
  • [2] Iridium-catalyzed α-Alkylation of Acetonitrile with Primary and Secondary Alcohols
    Sawaguchi, Takuya
    Obora, Yasushi
    [J]. CHEMISTRY LETTERS, 2011, 40 (09) : 1055 - 1057
  • [3] Manganese Catalyzed α-Alkylation of Nitriles with Primary Alcohols
    Jana, Akash
    Reddy, C. Bal
    Maji, Biplab
    [J]. ACS CATALYSIS, 2018, 8 (10): : 9226 - 9231
  • [4] Iridium-Catalyzed α-Alkylation of Arylacetonitriles Using Secondary and Primary Alcohols
    Kong, Ying-Ying
    Wang, Zhong-Xia
    [J]. ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 9 (08) : 1192 - 1198
  • [5] Iridium-Catalyzed Alkylation of Secondary Alcohols with Primary Alcohols: A Route to Access Branched Ketones and Alcohols
    Genc, Sertac
    Gulcemal, Suleyman
    Gunnaz, Salih
    Cetinkaya, Bekir
    Gulcemal, Derya
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (14): : 9139 - 9152
  • [6] Nickel-catalyzed alkylation of ketones and nitriles with primary alcohols
    Genc, Sertac
    Arslan, Burcu
    Gulcemal, Derya
    Gulcemal, Suleyman
    Gunnaz, Salih
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2022, 20 (48) : 9753 - 9762
  • [7] Ruthenium-catalyzed β-alkylation of secondary alcohols with primary alcohols
    Bai, Wei
    Jia, Guochen
    [J]. INORGANICA CHIMICA ACTA, 2015, 431 : 234 - 241
  • [8] Ruthenium-Catalyzed β-Alkylation of Secondary Alcohols with Primary Alcohols
    Cheung, Hung Wai
    Lee, Ting Yan
    Lui, Ho Yin
    Yeung, Chi Hung
    Lau, Chak Po
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2008, 350 (18) : 2975 - 2983
  • [9] Ruthenium(III)-Catalyzed β-Alkylation of Secondary Alcohols with Primary Alcohols
    Wang, Qingfu
    Wu, Kaikai
    Yu, Zhengkun
    [J]. ORGANOMETALLICS, 2016, 35 (09) : 1251 - 1256
  • [10] Iridium-Catalyzed α-Alkylation of Acetates with Primary Alcohols and Diols
    Iuchi, Yosuke
    Obora, Yasushi
    Ishii, Yasutaka
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (08) : 2536 - +
12345