HETEROCYCLES IN ORGANIC-SYNTHESIS .6. NUCLEOPHILIC DISPLACEMENTS OF PRIMARY AMINO-GROUPS VIA 2,4,6-TRIPHENYLPYRIDINIUM SALTS

被引:48
作者
KATRITZKY, AR
BAPAT, JB
BLADE, RJ
LEDDY, BP
NIE, PL
RAMSDEN, CA
THIND, SS
机构
[1] School of Chemical Sciences, University of East Anglia
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1979年 / 02期
关键词
D O I
10.1039/p19790000418
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Benzylamine and 2-, 3-, and 4-pyridylmethylamine are readily converted into the corresponding 1-substituted 2,4,6-triphenylpyridinium cations, from which 2,4,6-triphenylpyridine is displaced in high yield by a variety of nucleophiles. This synthetic method avoids the use of unstable and obnoxious pyridylmethyl halides and shows steric selectivity of significance in the conversion of secondary into tertiary amines by alkylation.
引用
收藏
页码:418 / 425
页数:8
相关论文
共 26 条
  • [21] TENENBAUM LE, 1961, PYRIDINE ITS DERIV 2, P163
  • [22] White E. H., 1968, CHEM AMINO GROUP, P407
  • [23] WILLSON FG, 1941, ORG SYNTH, V1, P102
  • [24] Information on "trivalent" carbons, IV. On N-methyl-polyaryl-dihydropyridyles. (Interim announcement.)
    Ziegler, K
    Fries, FA
    [J]. BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1926, 59 : 242 - 248
  • [25] 1965, DICTIONARY ORGANIC C, V5, P3073
  • [26] 1965, DICTIONARY ORGANIC C, V1, P383