Oxidative Biaryl Coupling Reaction of Phenol Ether Derivatives Using a Hypervalent Iodine(III) Reagent
作者:Takeshi Takada、Mitsuhiro Arisawa、Michiyo Gyoten、Ryuji Hamada、Hirofumi Tohma、Yasuyuki Kita
DOI:10.1021/jo980704f
日期:1998.10.1
The hypervalent iodine(III)-induced intramolecular biaryl coupling reaction of phenol ether derivatives (nonphenolic derivatives) was investigated with the aim of preparing various dibenzo heterocyclic compounds. 1,3-Diarylpropanes (1a-e), N-benzyl-N-phenethylamines (2a-c) and N,N-dibenzylamines (3a-e) react with a hypervalent iodine reagent, phenyliodine(III) bis(trifluoroacetate) (PIFA), containing BF3. Et2O in CH2Cl2 to give the biaryl coupling products (4-6) in good yield. As an application of the reaction, we examined the synthesis of oxygen- and sulfur-containing dibenzoheterocyclic compounds (12-15), whose side chain moiety could be easily cleaved by the known method to give 2,2'-substituted biphenyl compounds (16-18).
The ambient temperature Ullmann reaction and its application to the total synthesis of (.+-.)-steganacin
作者:Frederick E. Ziegler、Irene Chliwner、Kerry W. Fowler、Sheldon J. Kanfer、Stephen J. Kuo、Nanda D. Sinha
DOI:10.1021/ja00522a058
日期:1980.1
Ikeda et al., Journal of the Chemical Society, 1956, p. 4749,4757
作者:Ikeda et al.
DOI:——
日期:——
ZIEGLER, F. E.;FOWLER, K. W.;RODGERS, W. B.;WESTER, R. T., ORG. SYNTH., NEW YORK ETC.,(1987) C. 108-118
作者:ZIEGLER, F. E.、FOWLER, K. W.、RODGERS, W. B.、WESTER, R. T.