Palladium-Catalyzed Intramolecular Cyclization: Access to Rare Pentacyclic N-Fused Heterocycles

被引：15

作者：

Mondal, Suresh Kumar ^{[1
,2
]}

Ali, Sk Asraf ^{[1
]}

Manna, Susanta Kumar ^{[1
,2
]}

Mandal, Arabinda ^{[1
]}

Senapati, Bidyut Kumar ^{[3
]}

Hossain, Maidul ^{[2
]}

Samanta, Shubhankar ^{[1
]}

机构：

[1] Bidhannagar Coll, Dept Chem, Kolkata 700064, India

[2] Vidyasagar Univ, Dept Chem & Chem Technol, Midnapore 721102, W Bengal, India

[3] Prabhat Kumar Coll, Dept Chem, Contai 721401, India

来源：

CHEMISTRYSELECT | 2017年 / 2卷 / 29期

关键词：

C-H Arylation; N-fused heterocycles; Pd-catalyst; Polycyclic; Pyrrole; CROSS-COUPLING REACTIONS; NITROGEN-HETEROCYCLES; DIRECT ARYLATION; ARYL CHLORIDES; DERIVATIVES; INDOLES; FACILE; FUNCTIONALIZATION; IMIDAZOLES; PYRROLES;

D O I：

10.1002/slct.201701800

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Herein, we report a rare pentacyclic N-fused hetrocycle synthesis via palladium catalyzed intramolecular C-H arylation along with the brief synthetic study of new type of bicyclic/tricyclic pyrrole rings. This pyrrole rings provided diversely substituted polycyclic nitrogen fused heterocycles from N-benzyl/N-benzyloxy pyrroles with good to excellent yields.

引用

页码：9312 / 9318

页数：7

共 50 条

[41] Palladium-Catalyzed Double Cyclization Processes Leading to Polycyclic Heterocycles: Recent Advances
Gabriele, Bartolo
Mancuso, Raffaella
Veltri, Lucia
Ziccarelli, Ida
Della Ca', Nicola
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2019, 2019 (31-32) : 5073 - 5092
[42] Synthesis of N-Fused Polycyclic Indoles via Ligand-Free Palladium-Catalyzed Annulation/Acyl Migration Reaction
Dong, Zhan
Zhang, Xiao-Wen
Li, Weishuang
Li, Zi-Meng
Wang, Wen-Yan
Zhang, Yan
Liu, Wei
Liu, Wen-Bo
ORGANIC LETTERS, 2019, 21 (04) : 1082 - 1086
[43] RECENT DEVELOPMENTS IN THE SYNTHESIS OF HETEROCYCLES BY THE APPLICATION OF PALLADIUM-CATALYZED INTRAMOLECULAR HECK REACTION
Nath, Sanjay
HETEROCYCLIC LETTERS, 2018, 8 (02): : 507 - 525
[44] Palladium-Catalyzed Tandem Heck Cyclization Reactions to Access the Bridged N-Heterocyclic Compounds
Li, Man
Wang, Ying
Xu, Yunhe
CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2021, 41 (08) : 3073 - 3082
[45] Regiodivergent metal-catalyzed rearrangement of 3-iminocyclopropenes into N-fused heterocycles
Chuprakov, Stepan
Gevorgyan, Vladimir
ORGANIC LETTERS, 2007, 9 (22) : 4463 - 4466
[46] Mechanism of palladium-catalyzed diene cyclization/hydrosilylation: Direct observation of intramolecular carbometalation
Perch, Nicholas S.
Widenhoefer, Ross A.
Journal of the American Chemical Society, 2004, 126 (20): : 6332 - 6346
[47] Intramolecular cyclization using palladium-catalyzed arylation toward formyl and nitro groups
Muratake, H
Nakai, H
TETRAHEDRON LETTERS, 1999, 40 (12) : 2355 - 2358
[48] Palladium-Catalyzed Direct Intramolecular C-N Bond Formation: Access to Multisubstituted Dihydropyrroles
Jiang, Bing
Meng, Fei-Fan
Liang, Qiu-Ju
Xu, Yun-He
Loh, Teck-Peng
ORGANIC LETTERS, 2017, 19 (04) : 914 - 917
[49] Palladium-Catalyzed Intramolecular Cyclization of Ynamides: Synthesis of 4-Halo-oxazolones
Huang, Hai
He, Guangke
Zhu, Guohao
Zhu, Xiaolin
Qiu, Shineng
Zhu, Hongjun
JOURNAL OF ORGANIC CHEMISTRY, 2015, 80 (07): : 3480 - 3487
[50] Mechanism of palladium-catalyzed diene cyclization/hydrosilylation: Direct observation of intramolecular carbometalation
Perch, NS
Widenhoefer, RA
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (20) : 6332 - 6346

← 1 2 3 4 5 →