Decade Advance of Isatin in Three-component Reactions

被引：13

作者：

Zhang, Shuaijie ^{[1
]}

Huang, Dayun ^{[1
]}

Wu, Jinjing ^{[2
]}

Wang, Zefeng ^{[1
]}

机构：

[1] Lishui Univ, Dept Chem, 1 Xueyuan Rd, Lishui 323000, Zhejiang Provin, Peoples R China

[2] Lishui Univ, Sch Teacher Educ, 1 Xueyuan Rd, Lishui 323000, Zhejiang Provin, Peoples R China

来源：

ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 12卷 / 02期

关键词：

Isatin; electrophile; three-component reactions; mechanism; ONE-POT SYNTHESIS; PYRROLIDINE-FUSED SPIROOXINDOLES; 1,3-DIPOLAR CYCLOADDITION; GREEN SYNTHESIS; HIGHLY EFFICIENT; DIASTEREOSELECTIVE SYNTHESIS; MULTICOMPONENT SYNTHESIS; AZOMETHINE YLIDES; ENANTIOSELECTIVE CONSTRUCTION; CASCADE REACTION;

D O I：

10.1002/ajoc.202200591

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Isatin is an important building block in organic synthesis. The electron-deficient carbonyl in C-3 site is similar to aldehyde. C-3 carbonyl is also able to function as the O-nucleophile. Devise methodologies about three-component reactions of isatin have been reported in this decade. This review highlights these multicomponent reactions by triggered mechanisms. We hope it will promote future research in this area.

引用

页数：16

共 156 条

[21] A novel one-pot multi-component synthesis of 3,3′-disubstituted oxindole and spirooxindole scaffolds via Sn-catalyzed C(sp3)-H functionalization of azaarenes by sequential Knoevenagel-Michael-cyclization reaction [J].

Chavan, Santosh S. ;

Pathan, Mohsinkhan Y. ;

Thorat, Shridhar H. ;

Gonnade, Rajesh ;

Mulla, Shafeek A. R. .

RSC ADVANCES, 2015, 5 (99) :81103-81107

[22] Three-Component Synthesis of Indanone-Fused Spirooxindole Derivatives [J].

Chen, Xue-Bing ;

Liu, Xi-Ming ;

Huang, Rong ;

Yan, Sheng-Jiao ;

Lin, Jun .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 2013 (21) :4607-4613

[23] Tuning of Copper-Catalyzed Multicomponent Reactions toward 3-Functionalized Oxindoles [J].

Cheng, Dong ;

Ling, Fei ;

Zheng, Chenguang ;

Ma, Cheng .

ORGANIC LETTERS, 2016, 18 (10) :2435-2438

[24] Guanidine functionalized core-shell structured magnetic cobalt-ferrite: an efficient nanocatalyst for sonochemical synthesis of spirooxindoles in water [J].

Dadaei, Mahla ;

Naeimi, Hossein .

RSC ADVANCES, 2021, 11 (25) :15360-15368

[25] Amidic C-N bond cleavage of isatin: chemoselective synthesis of pyrrolo[2,3,4-kl] acridin-1-ones using Ag NPs decorated rGO composite as an efficient and recoverable catalyst under microwave irradiation [J].

Dandia, Anshu ;

Sharma, Amit ;

Parewa, Vijay ;

Kumawat, Begraj ;

Rathore, Kuldeep S. ;

Sharma, Amit .

RSC ADVANCES, 2015, 5 (111) :91888-91902

[26] A rational eco-compatible design strategy for regio- and diastereoselective synthesis of novel dispiropyrrolidine/thiapyrrolizidine hybrids [J].

Dandia, Anshu ;

Singh, Ruby ;

Khan, Shahnawaz ;

Kumari, Sukhbeer ;

Soni, Pragya .

TETRAHEDRON LETTERS, 2015, 56 (30) :4438-4444

[27] Ethyl lactate as a promising bio based green solvent for the synthesis of spiro-oxindole derivatives via 1,3-dipolar cycloaddition reaction [J].

Dandia, Anshu ;

Jain, Anuj K. ;

Laxkar, Ashok K. .

TETRAHEDRON LETTERS, 2013, 54 (30) :3929-3932

[28] New multicomponent domino reaction on water: highly diastereoselective synthesis of spiro[indoline-3,4′-pyrazolo[3,4-b]pyridines] catalyzed by NaCl [J].

Dandia, Anshu ;

Laxkar, Ashok Kumar ;

Singh, Ruby .

TETRAHEDRON LETTERS, 2012, 53 (24) :3012-3017

[29] Direct construction of novel dispiro heterocycles through 1,3-dipolar cycloaddition of azomethine ylides [J].

Dandia, Anshu ;

Jain, Anuj K. ;

Bhati, Dharmendra S. .

TETRAHEDRON LETTERS, 2011, 52 (41) :5333-5337

[30] Step-economic, efficient, ZnS nanoparticle-catalyzed synthesis of spirooxindole derivatives in aqueous medium via Knoevenagel condensation followed by Michael addition [J].

Dandia, Anshu ;

Parewa, Vijay ;

Jain, Anuj Kumar ;

Rathore, Kuldeep S. .

GREEN CHEMISTRY, 2011, 13 (08) :2135-2145

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