PALLADIUM-CATALYZED COUPLING OF HETEROAROMATIC TRIFLATES WITH ACETYLENE AND ITS APPLICATION FOR A DYNEMICIN-A INTERMEDIATE

被引：40

作者：

OKITA, T ^{[1
]}

ISOBE, M ^{[1
]}

机构：

[1] NAGOYA UNIV,SCH AGR SCI,ORGAN CHEM LAB,NAGOYA,AICHI 46401,JAPAN

来源：

TETRAHEDRON | 1995年 / 51卷 / 13期

关键词：

D O I：

10.1016/0040-4020(95)00118-R

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An acetylene moiety was introduced to a carbonyl carbon of amide group via its triflate in the presence of palladium catalyst, The reaction proceeded smoothly under mild conditions. Utilizing this methodology, a model compound of dynemicin A bearing acetylene group was synthesized.

引用

页码：3737 / 3744

页数：8

共 38 条

[1] PALLADIUM-CATALYZED ARYLATION OF SILOXYCYCLOPROPANES WITH ARYL TRIFLATES - CARBON CHAIN ELONGATION VIA CATALYTIC CARBON CARBON BOND-CLEAVAGE
AOKI, S
FUJIMURA, T
NAKAMURA, E
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (10) : 3296 - 3298
[2] AOKI S, 1990, SYNLETT, P741
[3] PALLADIUM-CATALYZED COUPLING OF ARYL AND VINYL TRIFLATES OR HALIDES WITH 2-ETHYNYLANILINE - AN EFFICIENT ROUTE TO FUNCTIONALIZED 2-SUBSTITUTED INDOLES
ARCADI, A
CACCHI, S
MARINELLI, F
[J]. TETRAHEDRON LETTERS, 1989, 30 (19) : 2581 - 2584
[4] CACCHI S, 1986, SYNTHESIS-STUTTGART, P320
[5] PALLADIUM-MEDIATED TRANSFORMATIONS OF HETEROAROMATIC TRIFLATES
CRISP, GT
PAPADOPOULOS, S
[J]. AUSTRALIAN JOURNAL OF CHEMISTRY, 1989, 42 (02) : 279 - 285
[6] READY ACCESS TO HIGHLY FUNCTIONALIZED QUINOLINES - USEFUL INTERMEDIATES FOR SYNTHESIS OF ENEDIYNE COMPOUNDS RELATED TO DYNEMICIN-A
DAI, WM
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (26) : 7581 - 7583
[7] PALLADIUM-CATALYZED COUPLING OF ARYL TRIFLATES WITH ORGANOSTANNANES
ECHAVARREN, AM
STILLE, JK
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (18) : 5478 - 5486
[8] PALLADIUM-CATALYZED COUPLING OF ARYLSTANNANES WITH ORGANIC SULFONATES - A COMPREHENSIVE STUDY
FARINA, V
KRISHNAN, B
MARSHALL, DR
ROTH, GP
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (20) : 5434 - 5444
[9] LARGE RATE ACCELERATIONS IN THE STILLE REACTION WITH TRI-2-FURYLPHOSPHINE AND TRIPHENYLARSINE AS PALLADIUM LIGANDS - MECHANISTIC AND SYNTHETIC IMPLICATIONS
FARINA, V
KRISHNAN, B
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (25) : 9585 - 9595
[10] Heck R.F., 1991, COMPREHENSIVE ORGANI, V4, P833, DOI DOI 10.1016/B978-0-08-052349-1.00110-4

← 1 2 3 4 →