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

被引：35

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 17 条

[1] Alkenyl C-H insertion of a β-disulfone iodonium ylide into flavones
Adam, W
Gogonas, EP
Hadjiarapoglou, LP
TETRAHEDRON, 2003, 59 (40) : 7929 - 7934
[2] A sustainable C-H functionalization of indoles, pyrroles and furans under a blue LED with iodonium ylides
Sar, Saibal
Das, Ranajit
Barman, Dhiraj
Latua, Pikaso
Guha, Souvik
Gremaud, Ludovic
Sen, Subhabrata
ORGANIC & BIOMOLECULAR CHEMISTRY, 2021, 19 (35) : 7627 - 7632
[3] Blue LED Mediated C-H and N-H Insertion of Indoles into Aryldiazoesters and Iodonium Ylides
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Sen, Subhabrata
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[4] Enantioselective synthesis of unsymmetrical α,α-diarylacetates via organocatalyzed formal C-H insertion reactions of sulfoxonium ylides with indoles and pyrroles
Yue, Xin
Li, Shi-Jia
Ou, Tianyuan
Xiong, Zhenying
Jiang, Feng
Zhou, Ying
Song, Lijuan
Zhao, Yupei
Guo, Wengang
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[5] Stereoelectronic factors in bridgehead C-H bond insertion: studies toward the total synthesis of maoecrystal V
Jansone-Popova, Santa
May, Jeremy A.
TETRAHEDRON, 2016, 72 (26) : 3734 - 3747
[6] Rh(III)-Catalyzed C-H Cyclization of Primary Benzylamines with Iodonium Ylides toward Dihydrophenanthridin-1-ones
Zhai, Ruirui
Jiao, Liulin
Qu, Bohong
Yang, Xiaoping
Chen, Xun
ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2022, 11 (11)
[7] Rhodium(II)-catalyzed reaction of iodonium ylides with heterocyclic and aromatic compounds. Efficient synthesis of fused acetals and C-H insertion products
Lee, YR
Cho, BS
BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2002, 23 (05) : 779 - 782
[8] Rh(III)-Catalyzed C-H Activation/Annulation of N-Methyl Arylhydrazines with Iodonium Ylides toward Ring-fused Cinnolines
Pan, Changduo
Yuan, Cheng
Chen, Dongdong
Chen, Yuefeng
Yu, Jin-Tao
ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2022, 11 (02)
[9] 3-Pyrrolines via alkylidene carbene C-H insertion: Toward the total synthesis of (+)-lactacystin.
Wardrop, DJ
Bowen, EG
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2001, 222 : U74 - U74
[10] Total syntheses of (-)-α-kainic acid and (+)-α-allokainic acid via stereoselective C-H insertion and efficient 3,4-stereocontrol
Jung, Young Chun
Yoon, Cheol Hwan
Turos, Edward
Yoo, Kyung Soo
Jung, Kyung Woon
JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (26): : 10114 - 10122

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