SYNTHESIS OF 2,6-DISUBSTITUTED AND 2,3,6-TRISUBSTITUTED ANILINES

被引:9
|
作者
PEWS, RG
HUNTER, JE
WEHMEYER, RM
机构
[1] Central Research Laboratory, The Dow Chemical Company, Midland
关键词
D O I
10.1016/S0040-4020(01)80400-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A number of 2,6-disubstituted and 2,3,6-trisubstituted anilines have been prepared via the selective para dehalogenation of the corresponding anilines. Modification of the substituents on the amino nitrogen demonstrates that the selectivity is derived from steric rather than electronic effects. The effects of the choice of formate hydrogen donor, Pd catalyst, solvent, and temperature upon the efficiency and selectivity of the dehalogenation are discussed.
引用
收藏
页码:4809 / 4820
页数:12
相关论文
共 50 条
  • [41] SYNTHESIS OF 2,6-DISUBSTITUTED PYRIDINES, POLYPYRIDINYLS, AND ANNULATED PYRIDINES
    POTTS, KT
    CIPULLO, MJ
    RALLI, P
    THEODORIDIS, G
    JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (16): : 3027 - 3038
  • [42] FISCHER SYNTHESIS OF INDOLES FROM 2,6-DISUBSTITUTED ARYLHYDRAZONES
    FUSKO, R
    SANNIKOLO, F
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1978, (02): : 200 - 216
  • [43] Synthesis, structure and reactivity of some 2,6-disubstituted dimethylsilylbenzenes
    Beckmann, Jens
    Hesse, Maxie
    ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE, 2007, 633 (08): : 1233 - 1238
  • [44] Total synthesis of the 2,6-disubstituted piperidine alkaloid (-)-andrachcinidine
    Krishna, Palakodety Radha
    Reddy, Bonepally Karunakar
    TETRAHEDRON-ASYMMETRY, 2013, 24 (12) : 758 - 763
  • [45] The synthesis of 2,3,6-trisubstituted 1-oxo-1,2-dihydroisoquinolines as potent CRTh2 antagonists
    Huang, Xianhai
    Rao, Ashwin
    Zhou, Wei
    Aslanian, Robert
    Nargund, Ravi
    Buevich, Alexei
    Zhang, Li-Kang
    Qiu, Hongchen
    Yang, Xiaoxin
    Garlisi, Charles G.
    Correll, Craig
    Palani, Anandan
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2017, 27 (23) : 5344 - 5348
  • [46] Stereoselective synthesis of 2,6-disubstituted 3-piperidinols: Application to the expedient synthesis of (+)-julifloridine
    Lemire, A
    Charette, AB
    ORGANIC LETTERS, 2005, 7 (13) : 2747 - 2750
  • [47] SYNTHESIS OF 2,3,6-TRISUBSTITUTED 3,4-DIHYDRO-4H-1,3-OXAZINE-4-ONES
    ANDREICHIKOV, YS
    KOZMINYKH, VO
    IONOV, YV
    SARAEVA, RF
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1978, (02): : 271 - 272
  • [48] DURYL 2,6-DISUBSTITUTED PHENYL KETONES
    FUSON, RC
    VITTIMBERGA, B
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1957, 79 (22) : 6030 - 6032
  • [49] SYNTHESIS OF 2,6-DISUBSTITUTED ISONICOTINAMIDES AND ISONICOTINOHYDRAZIDES AS POTENTIAL CNS DEPRESSANTS
    PARRAVICINI, F
    MONGUZZI, R
    BANFI, S
    PIFFERI, G
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1975, 10 (03) : 252 - 256
  • [50] Synthesis and Inhibitory Activity Evaluation of 2,6-Disubstituted Purine Derivatives
    Liu, Hongxia
    Li, Libo
    Qurat-ul-ain, Shaikh
    Jiang, Tao
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2015, 52 (02) : 473 - 477