Formal [3+2] cycloaddition of Ugi adducts towards pyrrolines

被引：13

作者：

Ben Abdessalem, Abdelbari ^{[1
]}

Abderrahim, Raoudha ^{[2
]}

Agrebie, Asma ^{[1
]}

Dos Santos, Aurelie ^{[1
]}

El Kaim, Laurent ^{[1
]}

Komesky, Andrew ^{[1
]}

机构：

[1] ENSTA ParisTech, Ecole Polytech, CNRS, ENSTA,Lab Chim & Proc,UMR 7652, F-91120 Palaiseau, France

[2] Univ Carthage, Fac Sci Bizerte, Lab Phys Lamellaires Mat & Hybrids Nanomat, Zarzouna 7021, Bizerte, Tunisia

来源：

CHEMICAL COMMUNICATIONS | 2015年 / 51卷 / 06期

关键词：

ASYMMETRIC 1,3-DIPOLAR CYCLOADDITIONS; AZOMETHINE YLIDES; MULTICOMPONENT REACTIONS; HETEROCYCLIC-COMPOUNDS; BOC/CYCLIZE STRATEGY; PROLINE DERIVATIVES; ALKALOIDS; CHEMISTRY; INDOLIZIDINE; CONSTRUCTION;

D O I：

10.1039/c4cc08282f

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Ugi adducts derived from aromatic aldehydes may be converted to pyrrolines via addition of Michael acceptors under microwave irradiation. The reaction may proceed via unusual formation of azomethine ylides followed by a [3+2] cycloaddition using Michael acceptors.

引用

页码：1116 / 1119

页数：4

共 50 条

[1] Enantioselective Synthesis of Pyrroloindolines by a Formal [3+2] Cycloaddition Reaction
Repka, Lindsay M.
Ni, Jane
Reisman, Sarah E.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (41) : 14418 - 14420
[2] Enantioselective organocatalytic formal [3+2]-cycloaddition of isatin-derived ketimines with benzylidenemalononitriles and benzylidineindanones
Duffy, Conor
Roe, William E.
Harkin, Aislinn M.
McNamee, Ryan
Knipe, Peter C.
NEW JOURNAL OF CHEMISTRY, 2021, 45 (47) : 22034 - 22038
[3] Asymmetric Formal [3+2] Cycloaddition Reactions of 3-Isothio-cyanato Oxindoles: an Update
Tan, Fen
He, Xiao-Yu
Yang, Qing-Qing
Zou, You-Quan
SYNLETT, 2023, 34 (04) : 301 - 313
[4] Studies on the Formal [3+2] Cycloaddition of Aziridines with Alkenes for the Synthesis of 1-Azaspiroalkanes
Martinand-Lurin, Elodie
Gruber, Raymond
Retailleau, Pascal
Fleurat-Lessard, Paul
Dauban, Philippe
JOURNAL OF ORGANIC CHEMISTRY, 2015, 80 (03) : 1414 - 1426
[5] Organocatalytic (Z/E)-Selective Synthesis of 3-Vinylnaphthofurans via a Formal (3+2) Cycloaddition
Yu, Lei
Xu, Ran
Yao, Yan-Yi
Lu, Yu
Liu, Fei-Yang
Tan, Wei
Shi, Feng
JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (06) : 3474 - 3486
[6] Total synthesis of calothrixins and their analogues via formal [3+2] cycloaddition of arynes and 2-aminophenanthridinedione
Guo, Jian
Kiran, I. N. Chaithanya
Gao, Jiangsheng
Reddy, R. Santhosh
He, Yun
TETRAHEDRON LETTERS, 2016, 57 (31) : 3481 - 3484
[7] Organocatalytic Asymmetric Formal [3+2] Cycloaddition as a Versatile Platform to Access Methanobenzo[7]annulenes
Ramachary, Dhevalapally B.
Pasha, Mohammed Anif
Thirupathi, Guguloth
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (42) : 12930 - 12934
[8] Asymmetric Formal [3+2] Cycloaddition Reaction of Succinaldehyde and Nitroalkene Catalyzed by Diphenylprolinol Silyl Ether
Umemiya, Shigenobu
Hayashi, Yujiro
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2015, 2015 (20) : 4320 - 4324
[9] Formal [3+2] Cycloaddition of Nitrosoallenes with Carbonyl and Nitrile Compounds to Form Functional Cyclic Nitrones
Tanimoto, Hiroki
Shitaoka, Takashi
Yokoyama, Keiichi
Morimoto, Tsumoru
Nishiyama, Yasuhiro
Kakiuchi, Kiyomi
JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (19) : 8722 - 8735
[10] Direct Asymmetric Formal [3+2] Cycloaddition Reaction of Isocyanoesters with β-Trifluoromethyl β,β-Disubstituted Enones Leading to Optically Active Dihydropyrroles
Xu, Bing
Zhang, Zhan-Ming
Zhou, Lujia
Zhang, Junliang
ORGANIC LETTERS, 2018, 20 (09) : 2716 - 2719

← 1 2 3 4 5 →