Regioselective synthesis of oxepin and oxocin annulated quinoline heterocycles by ring-closing metathesis

被引：7

作者：

Majumdar, Krishna C. ^{[1
]}

Debnath, Pradip ^{[1
]}

Taher, Abu ^{[1
]}

机构：

[1] Univ Kalyani, Dept Chem, Kalyani 741235, W Bengal, India

来源：

LETTERS IN ORGANIC CHEMISTRY | 2008年 / 5卷 / 03期

关键词：

ring-closing metathesis; oxepine; oxocine; quinoline derivatives; Grubb's catalyst;

D O I：

10.2174/157017808783955871

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Regioselective synthesis of oxepin and oxocin annulated quinoline heterocycles by the combination of Claisen rearrangement and ring-closing metathesis reaction is described. The ring-closing metathesis (RCM) and ring-closing enyne metathesis (RCEM) proceeded smoothly in the presence of Grubbs' catalyst A or B in toluene under nitrogen atmosphere without deactivation of the basic quinoline nitrogen.

引用

页码：169 / 173

页数：5

共 50 条

[1] Combined Claisen rearrangement and ring-closing metathesis as a route to oxepin- and oxocin-annulated coumarins
Chattopadhyay, SK
Maity, S
Panja, S
[J]. TETRAHEDRON LETTERS, 2002, 43 (43) : 7781 - 7783
[2] Synthesis of oxepin- and oxocin-annulated pyrimidine derivatives by Claisen rearrangement and ring closing metathesis/ring closing enyne metathesis
Majumdar, Krishna C.
Maji, Pradip K.
Rahaman, Habibur
Roy, Brindaban
[J]. LETTERS IN ORGANIC CHEMISTRY, 2006, 3 (11) : 845 - 847
[3] Synthesis of Aromatic Heterocycles Using Ring-Closing Metathesis
Potukuchi, Harish K.
Colomer, Ignacio
Donohoe, Timothy J.
[J]. HETEROCYCLIC CHEMISTRY IN THE 21ST CENTURY: A TRIBUTE TO ALAN KATRITZKY, VOL 120, 2016, 120 : 43 - 65
[4] Regioselective synthesis of oxepin- and oxocin-annulated 2-quinolones
Chattopadhyay, SK
Dey, R
Biswas, S
[J]. SYNTHESIS-STUTTGART, 2005, (03): : 403 - 406
[5] Ring-closing olefin metathesis for the synthesis of phosphorus containing heterocycles
Hetherington, L
Greedy, B
Gouverneur, V
[J]. TETRAHEDRON, 2000, 56 (14) : 2053 - 2060
[6] Design and synthesis of spiro-heterocycles by ring-closing metathesis
Kotha, Sambasivarao
Deb, Ashoke Chandra
[J]. INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2008, 47 (07): : 1120 - 1134
[7] Ring-closing olefin metathesis for the synthesis of fused nitrogen heterocycles
Martin, SF
Chen, HJ
Courtney, AK
Liao, YS
Patzel, M
Ramser, MN
Wagman, AS
[J]. TETRAHEDRON, 1996, 52 (21) : 7251 - 7264
[8] Regioselective synthesis of oxepin- and oxocin-annulated quinolines by combined 'Claisen-rearrangement/olefin-metathesis' reactions
Rotzoll, Sven
Goerls, Helmar
Langer, Peter
[J]. SYNTHESIS-STUTTGART, 2008, (01): : 45 - 52
[9] Synthesis of phosphorus and sulfur heterocycles via ring-closing olefin metathesis
McReynolds, MD
Dougherty, JM
Hanson, PR
[J]. CHEMICAL REVIEWS, 2004, 104 (05) : 2239 - 2258
[10] Combination of hydrazine polyanion strategy and ring-closing metathesis in the synthesis of heterocycles
Tsupova, Svetlana
Lebedev, Oleg
Maeeorg, Uno
[J]. TETRAHEDRON, 2012, 68 (04) : 1011 - 1016

← 1 2 3 4 5 →