Alkenyl C-H insertion of iodonium ylides into pyrroles: Studies toward the total syntheses of tolmetin and amtolmetin guacil

被引：36

作者：

Batsila, C ^{[1
]}

Gogonas, EP ^{[1
]}

Kostakis, G ^{[1
]}

Hadjiarapoglou, LP ^{[1
]}

机构：

[1] Univ Ioannina, Dept Chem, Sect Organ Chem & Biochem, GR-45110 Ioannina, Greece

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 09期

关键词：

D O I：

10.1021/ol0343008

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] The thermal-catalyzed or photochemical reaction of iodonium ylides with pyrroles yields exclusively alpha-substituted pyrroles in moderate to good yields.

引用

页码：1511 / 1514

页数：4

共 46 条

[1] A stereoselective and regioselective synthesis of trans,trans-configured 1,2,3-trisubstituted indanes:: Cycloaddition of alkenes with iodonium ylides of β-disulfones
Adam, W
Bosio, SG
Gogonas, EP
Hadjiarapoglou, LP
[J]. SYNTHESIS-STUTTGART, 2002, (14): : 2084 - 2090
[2] Alexiou I, 1999, SYNLETT, P1925
[3] ANDERSON HJ, 1985, SYNTHESIS-STUTTGART, P353
[4] RADICAL-BASED SYNTHESES OF 5-BENZOYL-1,2-DIHYDRO-3H-PYRROLO[1,2-A]PYRROLE-1-CARBOXYLIC ACID (KETOROLAC)
ARTIS, DR
CHO, IS
MUCHOWSKI, JM
[J]. CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1992, 70 (06): : 1838 - 1842
[5] [3+2]-cycloaddition reactions of 2-phenyliodonio-1,3-dioxacyclohexanemethylide: Facile synthesis of fused dihydrofuran derivatives
Asouti, A
Hadjiarapoglou, LP
[J]. TETRAHEDRON LETTERS, 1998, 39 (49) : 9073 - 9076
[6] ALKYLATION OF SUBSTITUTED PYRROLE DIANIONS - SYNTHETIC STUDIES DIRECTED AT THE B/C RING-SYSTEMS OF CC-1065
BRYSON, TA
ROTH, GA
LIU, JH
[J]. TETRAHEDRON LETTERS, 1986, 27 (32) : 3685 - 3688
[7] CADAMURO M, 1983, J CHEM SOC P1, P273
[8] 2,5-DICHLOROTHIOPHENIUM BISMETHOXYCARBONYLMETHYLIDE - BISMETHOXYCARBONYLCARBENE EQUIVALENT
CUFFE, J
GILLESPIE, RJ
PORTER, AEA
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1978, (15) : 641 - 642
[9] GATSILA C, 2002, TETRAHEDRON LETT, V43, P5997
[10] Georgakopoulou G, 2001, SYNLETT, P1843

← 1 2 3 4 5 →