Palladium-Catalyzed N-Arylation of 3-Functionalized 2-Amino-4,5-dimethylpyrroles

被引：2

作者：

Griswold, Carlos P. ^{[1
]}

Suthiwangcharoen, Nisaraporn ^{[1
]}

Pochini, Steven M. ^{[1
]}

Stephens, Chad E. ^{[1
]}

机构：

[1] Augusta State Univ, Dept Chem & Phys, Augusta, GA 30904 USA

来源：

SYNTHETIC COMMUNICATIONS | 2011年 / 41卷 / 11期

关键词：

2-Aminopyrrole; DPEphos; N-arylation; palladium-catalyzed; pyrrolo[2; 3-d]pyrido[1; 2-a]pyrimidine; xantphos; ARYL HALIDES; AMINES;

D O I：

10.1080/00397911.2010.492073

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[image omitted] A versatile class of 2-aminopyrroles containing various electron-withdrawing substituents at the 3-position have been N-arylated on the amine using a palladium-catalyzed cross-coupling reaction. Using this methodology, a pyrimidone-based tricyclic system has been prepared in just one step from a starting 2-aminopyrrole.

引用

页码：1672 / 1681

页数：10

共 23 条

[11] SYNTHESIS OF SUBSTITUTED 2-AMINO-3-(ALKYL OR ARYL)SULFONYLPYRROLES
MATTSON, RJ
WANG, LC
SOWELL, JW
[J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1980, 17 (08) : 1793 - 1795
[12] 1,3-OXAZINO[4,5-B]INDOLE-2,4-(1H,9H)-DIONES AND 5,6-DIMETHYLPYRROLO-[2,3-D]-1,3-OXAZIN-2,4-(1H,7H)-DIONES AS SERINE-PROTEASE INHIBITORS
PLAYER, MR
SOWELL, JW
PATIL, GS
KAM, CM
POWERS, JC
[J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1994, 4 (07) : 949 - 954
[13] ROSS JR, 1985, SYNTHESIS-STUTTGART, P796
[14] SYNTHESIS OF 2-AMINO-3-CYANO-PYRROLES
ROTH, HJ
EGER, K
[J]. ARCHIV DER PHARMAZIE, 1975, 308 (03) : 179 - 185
[15] A highly active palladium catalyst system for the arylation of anilines
Sadighi, JP
Harris, MC
Buchwald, SL
[J]. TETRAHEDRON LETTERS, 1998, 39 (30) : 5327 - 5330
[16] Synthesis of substituted pyrrolo[2,3-e][1,3,4]thiadiazine 4,4-dioxides
Stephens, CE
Sowell, JW
[J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1996, 33 (06) : 1615 - 1617
[17] 4-(Phenylamino)pyrrolopyrimidines: Potent and selective, ATP site directed inhibitors of the EGF-receptor protein tyrosine kinase
Traxler, PM
Furet, P
Mett, H
Buchdunger, E
Meyer, T
Lydon, N
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1996, 39 (12) : 2285 - 2292
[18] SYNTHESIS OF 4,7-DIHYDRO-4-OXOPYRROLO[2,3-B]PYRIDINE-5-CARBOXYLIC ACID-DERIVATIVES AS POTENTIAL ANTIMICROBIAL AGENTS
VISHWAKARMA, LC
SOWELL, JW
[J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1985, 22 (05) : 1429 - 1433
[19] Synthesis and rearrangements of 7H-pyrrolo[3,2-e][1,2,4]triazolo[1,5-c]and 7H-pyrrolo[3,2-e][1,2,4]triazolo[4,3-c]pyrimidines
Vorob'ev, E. V.
Kurbatov, E. S.
Krasnikov, V. V.
Mezheritskii, V. V.
Usova, E. V.
[J]. RUSSIAN CHEMICAL BULLETIN, 2006, 55 (08) : 1492 - 1497
[20] WANG D L, 1988, Pakistan Journal of Scientific and Industrial Research, V31, P242

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