P2O5-MsOH mediated regioselective diaroylation of 2,2′-dimethoxy-1,1′-binaphthyl

被引：13
|
作者：
Maeyama, K [1 ]
Ogura, K
Okamoto, A
Sakurai, K
Yoshida, Y
Ogino, K
Yonezawa, N
机构：
[1] Tokyo Univ Agr & Technol, Dept Organ & Polymer Mat Chem, Tokyo, Japan
[2] Toyo Univ, Dept Appl Chem, Kawagoe, Saitama 350, Japan
[3] Tokyo Univ Agr & Technol, Grad Sch Bioapplicat & Syst Engn, Tokyo, Japan
来源：
SYNTHETIC COMMUNICATIONS | 2004年 / 34卷 / 17期
关键词：
2,2 '-dimethoxy-1,1 '-binaphthyl; direct condensation; phosphorous pentoxide-methanesulfonic acid; regioselective diarylation;
D O I：
10.1081/SCC-200028641
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Phosphorus pentoxide-methanesulfonic acid (P2O5-MsOH) mediated electrophilic aromatic substitution diaroylation of 2,2'-dimethoxy-1,1'-binaphthyl (1) with several aromatic carboxylic acids (3) proceeds to afford 6,6'-diaroylated adducts (4) as single regioisomers.
引用
收藏
页码：3243 / 3250
页数：8
相关论文
共 50 条
  • [21] (R)-(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL AND (S)-(-)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL (BINAP) - (PHOSPHINE, [1,1'-BINAPHTHALENE]-2,2'-DIYLBIS[DIPHENYLPHOSPHINO, (R)- OR (S)-)
    TAKAYA, H
    AKUTAGAWA, S
    NOYORI, R
    ORGANIC SYNTHESES, 1989, 67 : 20 - 32
  • [22] (R)-(+)-2,2′-bis(diphenylphosphinoyl)1,1′-binaphthyl
    Bunten, KA
    Farrar, DH
    Lough, AJ
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 2000, 56 : E267 - E267
  • [23] Reaction routes of specific decarbonylative α,α-diarylation of 2-methoxypropanoic acid analogues in P2O5-MsOH and the related reagents
    Yonezawa, N
    Hino, T
    Shimizu, M
    Matsuda, K
    Ikeda, T
    JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (11): : 4179 - 4182
  • [24] (S)-2,2′-bis(dicyclohexylphosphinoamino)-1,1′-binaphthyl
    Guo, RW
    Wang, LL
    Wu, J
    Choi, MCK
    Zhou, ZY
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2002, 58 : O598 - O599
  • [25] SECONDARY ALPHA-DEUTERIUM ISOTOPE-EFFECTS IN THERMAL-DECOMPOSITION OF 2,2'-DIMETHOXY-1,1'-DIPHENYLAZOETHANE AND 1,1'-DIPHENYLAZOBUTANE
    SCHEPPEL.SE
    WRIGHT, D
    RAPP, WH
    MILLER, DW
    MARRIOTT, T
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (02) : 539 - &
  • [26] Electrophilic aromatic aroylation polycondensation synthesis of wholly aromatic polyketone composed of 2,2′-dimethoxy-1,1′-binaphthylylene moiety
    Okamoto, Akiko
    Mitsui, Ryosuke
    Maeyama, Katsuya
    Saito, Hiromu
    Oike, Hideaki
    Murakami, Yoshihiko
    Yonezawa, Noriyuki
    REACTIVE & FUNCTIONAL POLYMERS, 2007, 67 (11): : 1243 - 1251
  • [27] 2,2′-Bis(prop-2-ynyloxy)-1,1′-binaphthyl
    Zhang, Wu
    Cui, Qingxia
    Yu, Zhaowen
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2008, 64 : O317 - U5457
  • [28] (S)-(-)-2,2′-Bis(2-methylallyloxy)-1,1′-binaphthyl
    Ricken, Stefan
    Angelovski, Goran
    Schuermann, Markus
    Preut, Hans
    Eilbracht, Peter
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2007, 63 : O551 - O552
  • [29] Access to optically active 2,2′-dihydroxy-6,6′-dimethoxy-1,1′-biphenyl by a simple biocatalytic procedure
    Sanfilippo, C
    Nicolosi, G
    Delogu, G
    Fabbri, D
    Dettori, MA
    TETRAHEDRON-ASYMMETRY, 2003, 14 (21) : 3267 - 3270
  • [30] A thermochemical study of 2,2'-bis(di-p-toluenephosphino)-1,1'-binaphthyl
    Zhang, JB
    Gao, XG
    Tan, ZC
    Meng, SH
    Zhang, LM
    Li, SH
    THERMOCHIMICA ACTA, 1997, 297 (1-2) : 1 - 5
12345