1,3-Dipolar cycloaddition of nitrones: synthesis of multisubstituted, diverse range of heterocyclic compounds

被引：49

作者：

Thakur, Seema ^{[1
]}

Das, Arunima ^{[1
]}

Das, Tapas ^{[1
]}

机构：

[1] NIT Jamshedpur, Dept Chem, Jamshedpur 831014, Bihar, India

来源：

NEW JOURNAL OF CHEMISTRY | 2021年 / 45卷 / 26期

关键词：

ENANTIOSELECTIVE TOTAL-SYNTHESIS; BETA-LACTAM SYNTHESIS; ASYMMETRIC-SYNTHESIS; DIASTEREOSELECTIVE SYNTHESIS; UNPRECEDENTED SKELETON; BIOLOGICAL EVALUATION; AZAOXYALLYL CATIONS; KINETIC RESOLUTION; KINUGASA REACTION; CASCADE REACTIONS;

D O I：

10.1039/d1nj02023d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Cycloadditions are known to be one of the most abundant, versatile and valuable classes of chemical reactions. Among various efficient chemical processes, cycloaddition is an important route owing to its stereospecificity, ability to generate complex molecules and atom economy. Nitrone is one of the widely used dipoles in the 1,3-dipolar cycloaddition reaction, as it is stable and does not always require in situ generation. The 1,3-dipolar cycloaddition of nitrones with various dipolarophiles generates several heterocyclic rings having different sizes. These heterocycles have enormous applications in natural products, biologically active molecules and pharmaceuticals. This review is focused on nitrones that undergo cycloaddition with different substrates to generate various heterocyclic rings.

引用

页码：11420 / 11456

页数：37

共 197 条

[131]

ROMERO DL, 1994, ANNU REP MED CHEM, V29, P123

[132] 1,3-dipolar cycloaddition on solid supports:: nitrone approach towards isoxazolidines and isoxazolines and subsequent transformations [J].

Rück-Braun, K ;

Freysoldt, THE ;

Wierschem, F .

CHEMICAL SOCIETY REVIEWS, 2005, 34 (06) :507-516

[133] Synthesis and microbial inhibition study of novel 5-imidazolyl substituted isoxazolidines [J].

Sadashiva, MP ;

Mallesha, H ;

Hitesh, NA ;

Rangappa, KS .

BIOORGANIC & MEDICINAL CHEMISTRY, 2004, 12 (24) :6389-6395

[134] Diastereoselective synthesis of atropisomeric pyrazolyl pyrrolo[3,4-d]isoxazolidines via pyrazolyl nitrone cycloaddition to facially divergent maleimides: intensive NMR and DFT studies [J].

Said, Awad I. ;

El-Emary, Talaat I. .

RSC ADVANCES, 2020, 10 (02) :845-850

[135] Catalytic Enantioselective 1,3-Dipolar Cycloadditions of Nitrones with Propioloylpyrazoles and Acryloylpyrazoles Induced by Chiral π-Cation Catalysts [J].

Sakakura, Akira ;

Hori, Masahiro ;

Fushimi, Makoto ;

Ishihara, Kazuaki .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (44) :15550-15552

[136] Transition metal-catalyzed synthesis of spirooxindoles [J].

Saranya, P., V ;

Neetha, Mohan ;

Aneeja, Thaipparambil ;

Anilkumar, Gopinathan .

RSC ADVANCES, 2021, 11 (13) :7146-7179

[137] Synthesis of Spirocyclic Amines by Using Dipolar Cycloadditions of Nitrones [J].

Saruengkhanphasit, Rungroj ;

Collier, Darren ;

Coldham, Iain .

JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (12) :6489-6496

[138] Synthesis of N-heterocycles via [4+3] cycloaddition of azomethine imine [J].

Sau, Madan ;

Verma, Kshitiz ;

Das, Tapas .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 2020, 57 (11) :3722-3734

[139] Silver-Assisted [3+2] Annulation of Nitrones with Isocyanides: Synthesis of 2,3,4-Trisubstituted 1,2,4-Oxadiazolidin-5-ones [J].

Shen, Xuanyu ;

Shatskiy, Andrey ;

Chen, Yan ;

Karkas, Markus D. ;

Wang, Xiang-Shan ;

Liu, Jian-Quan .

JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (05) :3560-3567

[140] Progresses in organocatalytic asymmetric dearomatization reactions of indole derivatives [J].

Sheng, Feng-Tao ;

Wang, Jing-Yi ;

Tan, Wei ;

Zhang, Yu-Chen ;

Shi, Feng .

ORGANIC CHEMISTRY FRONTIERS, 2020, 7 (23) :3967-3998

← 9 10 11 12 13 14 15 16 17 18 →