Ruthenium-catalysed ortho alkylation of hydroxyacetophenones; The functionalisation of ring C aromatic diterpenoids

被引：34

作者：

Harris, PWR ^{[1
]}

Woodgate, PD ^{[1
]}

机构：

[1] UNIV AUCKLAND,DEPT CHEM,AUCKLAND,NEW ZEALAND

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 1997年 / 530卷 / 1-2期

关键词：

alkoxyacetophenone; ortho alkylation; ruthenium;

D O I：

10.1016/S0022-328X(96)06697-1

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Ortho C-H bond coupling of some 2-alkoxyacetophenones with olefins catalysed by ruthenium complexes results in a high yield of the ortho alkylated product, providing that a suitable protecting group is employed. No such protection was required for a para-alkoxy group; an activating effect was also observed. Bicyclic and tricyclic analogues react similarly.

引用

页码：211 / 223

页数：13

共 19 条

[1] CYCLOPENTAANNULATION OF PODOCARPIC ACID-DERIVATIVES VIA (ETA-6-ARENE)TRICARBONYLCHROMIUM(0) COMPLEXES - RING-D MODIFICATION
CAMBIE, RC
RUTLEDGE, PS
STEVENSON, RJ
WOODGATE, PD
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1994, 471 (1-2) : 133 - 147
[2] REACTIONS OF ETA-2-13-ACYLTETRACARBONYLMANGANESE COMPLEXES DERIVED FROM PODOCARPIC ACID WITH ALKENES - CYCLOPENTAANNULATION OF RING-C
CAMBIE, RC
METZLER, MR
RICKARD, CEF
RUTLEDGE, PS
WOODGATE, PD
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1992, 426 (02) : 213 - 245
[3] ORTHO-MANGANATED ARENES IN SYNTHESIS .4. ORTHO-MANGANATION OF SUBSTITUTED ACETOPHENONES AND OF HETEROAROMATIC METHYL KETONES - THE CRYSTAL-STRUCTURES OF 2 CYCLOMETALLATED ACETYLTHIOPHENE DERIVATIVES
COONEY, JM
GOMMANS, LHP
MAIN, L
NICHOLSON, BK
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1988, 349 (1-2) : 197 - 207
[4] TITANIUM-INDUCED SYNTHESES OF FURANS, BENZOFURANS AND INDOLES
FURSTNER, A
JUMBAM, DN
[J]. TETRAHEDRON, 1992, 48 (29) : 5991 - 6010
[5] RUTHENIUM-CATALYZED REGIOSELECTIVE STEP-GROWTH COPOLYMERIZATION OF P-(DIALKYLAMINO)ACETOPHENONES AND ALPHA-OMEGA-DIENES
GUO, HJ
TAPSAK, MA
WEBER, WP
[J]. MACROMOLECULES, 1995, 28 (13) : 4714 - 4718
[6] Ruthenium-catalysed ortho alkylation of hydroxyacetophenones; The functionalisation of ring C aromatic diterpenoids
Harris, PWR
Woodgate, PD
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1996, 506 (1-2) : 339 - 341
[7] PHOTOCYCLIZATION REACTIONS .1. SYNTHESIS OF DIHYDROBENZOFURANOLS USING PHOTOCYCLIZATION OF 2-ALKOXYBENZALDEHYDES, 2'-ALKOXYACETOPHENONES, 2-FORMYLPHENOXYACETIC ACIDS AND 2-ACETYLPHENOXYACETIC ACIDS
HORAGUCHI, T
TSUKADA, C
HASEGAWA, E
SHIMIZU, T
SUZUKI, T
TANEMURA, K
[J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1991, 28 (05) : 1261 - 1272
[8] CATALYTIC ADDITION OF OLEFINIC C-H BONDS TO OLEFINS
KAKIUCHI, F
TANAKA, Y
SATO, T
CHATANI, N
MURAI, S
[J]. CHEMISTRY LETTERS, 1995, (08) : 679 - 680
[9] CATALYTIC ADDITION OF AROMATIC C-H BONDS TO ACETYLENES
KAKIUCHI, F
YAMAMOTO, Y
CHATANI, N
MURAI, S
[J]. CHEMISTRY LETTERS, 1995, (08) : 681 - 682
[10] Ruthenium-catalyzed addition of aromatic imines at the ortho C-H bonds to olefins
Kakiuchi, F
Yamauchi, M
Chatani, N
Murai, S
[J]. CHEMISTRY LETTERS, 1996, (02) : 111 - 112

← 1 2 →