TRANSITION-METAL-CATALYZED ANNULATION REACTIONS .7. PALLADIUM-CATALYZED C-H ACTIVATION AT METHOXY GROUPS - REGIOCHEMISTRY OF THE DOMINO COUPLING PROCESSES

被引：70

作者：

DYKER, G

机构：

[1] Institut für Organische Chemie, Technischen Universität Braunschweig, Braunschweig, D-38106

来源：

CHEMISCHE BERICHTE | 1994年 / 127卷 / 04期

关键词：

C-H ACTIVATION; PALLADIUM CATALYSIS; DOMINO COUPLING PROCESSES; PALLADIUM(IV) INTERMEDIATES;

D O I：

10.1002/cber.19941270425

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

By palladium catalysis substituted ortho-iodoanisoles (5, 8, 10, 13) are transformed either to annulated pyran (6) or furan derivatives (7, 9, 11, 14, 15), depending on the reactivity of additional substituents. The regiochemistry of the domino coupling processes is analyzed and a mechanistic rationale developed. Key step is the C-H activation at methoxy groups.

引用

页码：739 / 742

页数：4

共 20 条

[1] ALBRECHT K, 1992, SYNLETT, P521
[2] BRANDSMA L, 1987, PREPARATIVE POLAR OR, V1
[3] THE DIRECTED SYNTHESIS OF BIARYL COMPOUNDS - MODERN CONCEPTS AND STRATEGIES
BRINGMANN, G
WALTER, R
WEIRICH, R
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1990, 29 (09): : 977 - 991
[4] BRINGMANN G, 1990, ANGEW CHEM, V102, P1066
[5] Canty A. J., 1993, PLATIN MET REV, V37, P2
[6] DEVELOPMENT OF ORGANOPALLADIUM(IV) CHEMISTRY - FUNDAMENTAL-ASPECTS AND SYSTEMS FOR STUDIES OF MECHANISM IN ORGANOMETALLIC CHEMISTRY AND CATALYSIS
CANTY, AJ
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1992, 25 (02) : 83 - 90
[7] SOME PALLADIUM-CATALYZED CARBON CARBON BOND FORMATION REACTIONS
CATELLANI, M
CHIUSOLI, GP
COSTA, M
[J]. PURE AND APPLIED CHEMISTRY, 1990, 62 (04) : 623 - 630
[8] Dyker, 1992, ANGEW CHEM, V104, P1079
[9] TRANSITION-METAL-CATALYZED ANNELATION REACTIONS .5. PALLADIUM-CATALYZED C-H ACTIVATION OF TERT-BUTYL GROUPS - A SIMPLE SYNTHESIS OF 1,2-DIHYDROCYCLOBUTABENZENE DERIVATIVES
DYKER, G
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1994, 33 (01): : 103 - 105
[10] TRANSITION-METAL-CATALYZED ANNELATION REACTIONS .6. PALLADIUM-CATALYZED ARYLATION OF TETRASUBSTITUTED DOUBLE-BONDS - A SIMPLE SYNTHESIS OF ANNELATED PROPELLANES
DYKER, G
KORNING, J
JONES, PG
BUBENITSCHEK, P
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1993, 32 (12): : 1733 - 1735

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