Synthesis of functionalized N-alkyl heterocycles from ketones by a sequential ring expansion/nucleophilic addition process

被引:32
|
作者
Gracias, V [1 ]
Milligan, GL [1 ]
Aube, J [1 ]
机构
[1] UNIV KANSAS,DEPT MED CHEM,LAWRENCE,KS 66045
来源
JOURNAL OF ORGANIC CHEMISTRY | 1996年 / 61卷 / 01期
关键词
D O I
10.1021/jo951953w
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[No abstract available]
引用
收藏
页码:10 / 11
页数:2
相关论文
共 50 条
  • [31] Stereoselective synthesis of N-heterocycles: application of the asymmetric Cu-catalyzed addition of Et2Zn to functionalized alkyl and aryl imines
    Bonnaventure, Isabelle
    Charette, Andre B.
    TETRAHEDRON, 2009, 65 (26) : 4968 - 4976
  • [32] Base-promoted aerobic oxidation of N-alkyl iminium salts derived from isoquinolines and related heterocycles
    Bai, Li-Gang
    Zhou, Yue
    Zhuang, Xin
    Zhang, Liang
    Xue, Jian
    Lin, Xiao-Long
    Cai, Tian
    Luo, Qun-Li
    GREEN CHEMISTRY, 2020, 22 (01) : 197 - 203
  • [33] A general, enantioselective synthesis of N-alkyl terminal aziridines and C2-functionalized azetidines via organocatalysis
    Senter, Timothy J.
    O'Reilly, Matthew C.
    Chong, Katherine M.
    Sulikowski, Gary A.
    Lindsley, Craig W.
    TETRAHEDRON LETTERS, 2015, 56 (10) : 1276 - 1279
  • [34] SYNTHESIS OF 4,5-DIHYDROAZEPINE-3,6-DICARBOXYLATE DERIVATIVES BY RING EXPANSION NUCLEOPHILIC-ADDITION
    CLAREMON, DA
    MCCLURE, D
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1984, 187 (APR): : 92 - ORGN
  • [35] Synthesis of carbasugars from nucleophilic addition-ring closure (NARC)-derived cycloalkenes
    Perlmutter, P
    Rose, M
    JOURNAL OF CARBOHYDRATE CHEMISTRY, 2002, 21 (1-2) : 1 - 10
  • [36] Ring-expansion reaction of cyclic β-keto esters or α-cyano ketones via conjugate addition to alkynyl imines:: The synthesis of functionalized medium-sized carbocycles
    Hachiya, Iwao
    Maehara, Wataru
    Yamada, Yasushi
    Kamiki, Toru
    Shimizu, Makoto
    SYNLETT, 2006, (19) : 3271 - 3274
  • [37] Synthesis of Vinyl-Addition Polynorbornene Copolymers Bearing Pendant n-Alkyl Chains and Systematic Investigation of Their Properties
    Kim, Eun Chae
    Kim, Myung-Jin
    Linh Nguyet Thi Ho
    Lee, Woohwa
    Ka, Jae-Won
    Kim, Dong-Gyun
    Shin, Tae Joo
    Huh, Kang Moo
    Park, Sungmin
    Kim, Yong Seok
    MACROMOLECULES, 2021, 54 (14) : 6762 - 6771
  • [38] Sequential nucleophilic addition/1,2-rearrangement of N-iminolactam: A ring-contractive strategy for the synthesis of 2-acyl pyrrolidines
    Takeda, Norihiko
    Kobori, Yukiko
    Yasui, Motohiro
    Matsumoto, Yuki
    Orihara, Kotomi
    Kido, Yusaku
    Ueda, Masafumi
    TETRAHEDRON LETTERS, 2021, 73
  • [39] A DIRECT SYNTHESIS OF [(TERT-BUTOXYCARBONYL)METHYLIDENE]AZACYCLOALKANES FROM N-ALKYL LACTAMS
    YAMAGUCHI, M
    HIRAO, I
    JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (11): : 1975 - 1977
  • [40] Cobalt(II) Porphyrin-Catalyzed Intramolecular Cyclopropanation of N-Alkyl Indoles/Pyrroles with Alkylcarbene: Efficient Synthesis of Polycyclic N-Heterocycles
    Reddy, Annapureddy Rajasekar
    Hao, Fei
    Wu, Kai
    Zhou, Cong-Ying
    Che, Chi-Ming
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (05) : 1810 - 1815