Applications of phenyliodine(III) diacetate in heterocyclic ring formations: An update from 2015 to date

被引:18
作者
Alam, Mohammed Mujahid [1 ]
Hussien, Mohamed [1 ,2 ]
Bollikolla, Hari Babu [3 ,4 ]
Seema, Vittal [5 ]
Dubasi, Narsimhaswamy [6 ,10 ]
Amanullah, Mohammed [7 ]
Varala, Ravi [8 ,9 ]
机构
[1] King Khalid Univ, Coll Sci, Dept Chem, Abha, Saudi Arabia
[2] Cent Agr Pesticide Lab, Pesticide Formulat Dept, Giza, Egypt
[3] Acharya Nagarjuna Univ, Dept Chem, Guntur, India
[4] Acharya Nagarjuna Univ, Dept Nanotechnol, Guntur, India
[5] RGUKT Basar, Dept Chem, Basara, India
[6] 12001 Belcher Rd S, Apt N226, Largo, FL USA
[7] King Khalid Univ, Coll Med, Dept Clin Biochem, Abha, Saudi Arabia
[8] Scrips Pharm, Hyderabad, India
[9] Scrips Pharm, Mallapur, Hyderabad 500076, India
[10] 2001, Belcher Rd S, Apt N226, Largo, FL 33773 USA
关键词
METAL-FREE SYNTHESIS; HYPERVALENT IODINE(III) REAGENTS; ONE-POT SYNTHESIS; BOND FORMATION; AMINATION; ACCESS; (DIACETOXYIODO)BENZENE; DERIVATIVES; FACILE;
D O I
10.1002/jhet.4627
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Diacetoxyiodobenzene (PhI(OAc)(2)), commonly referred to as DAIB or phenyliodine(III) diacetate (PIDA), is one of the most frequently used hypervalent iodines employed as an oxidizing agent in organic chemistry. In this review, PIDA is highlighted exclusively in relation to its applications in organic synthesis involving heterocyclic ring formations and is critically and in-depth examined from the summer of 2015 to the present with a specific focus on the mechanistic pathway.
引用
收藏
页码:1326 / 1355
页数:30
相关论文
共 77 条
[1]   SECONDARY BONDING .13. ARYL-TELLURIUM(IV) AND ARYL-IODINE(III) ACETATES AND TRIFLUOROACETATES - THE CRYSTAL AND MOLECULAR-STRUCTURES OF BIS-(PARA-METHOXYPHENYL)TELLURIUM DIACETATE, MU-OXO-BIS[DIPHENYLTRIFLUOROACETOXYTELLURIUM] HYDRATE, AND (BIS(TRIFLUOROACETOXY)IODO]BENZENE [J].
ALCOCK, NW ;
HARRISON, WD ;
HOWES, C .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1984, (08) :1709-1716
[2]   SECONDARY BONDING .5. CRYSTAL AND MOLECULAR-STRUCTURES OF PHENYLIODINE(III) DIACETATE AND BIS-(DICHLOROACETATE) [J].
ALCOCK, NW ;
COUNTRYMAN, RM ;
ESPERAS, S ;
SAWYER, JF .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1979, (05) :854-860
[3]   Recent discoveries on the structure of iodine(iii) reagents and their use in cross-nucleophile coupling [J].
Bauer, Adriano ;
Maulide, Nuno .
CHEMICAL SCIENCE, 2021, 12 (03) :853-864
[4]   Isoindolinones via Copper-Catalyzed Intramolecular Benzylic C-H Sulfamidation [J].
Bedford, Robin B. ;
Bowen, John G. ;
Mendez-Galvez, Carolina .
JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (03) :1719-1725
[5]  
Budhwan R, 2019, TARG HETEROCYCL SYST, V23, P27, DOI 10.17374/targets.2020.23.27
[6]   Late stage functionalization of heterocycles using hypervalent iodine(iii) reagents [J].
Budhwan, Rajnish ;
Yadav, Suman ;
Murarka, Sandip .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2019, 17 (26) :6326-6341
[7]  
Chanu A, 2007, EUR J ORG CHEM, V2007, P4305
[8]   Metal-free annulation of β-acylamino ketones: facile access to spirooxazolines and oxazolines via oxidative C-O bond formation [J].
Chavan, Santosh S. ;
Rupanawar, Bapurao D. ;
Kamble, Rohit B. ;
Shelke, Anil M. ;
Suryavanshi, Gurunath .
ORGANIC CHEMISTRY FRONTIERS, 2018, 5 (04) :544-548
[9]   Pd(II)-Catalyzed Enantioselective C-H Activation/C-O Bond Formation: Synthesis of Chiral Benzofuranones [J].
Cheng, Xiu-Fen ;
Li, Yan ;
Su, Yi-Ming ;
Yin, Feng ;
Wang, Jian-Yong ;
Sheng, Jie ;
Vora, Harit U. ;
Wang, Xi-Sheng ;
Yu, Jin-Quan .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (04) :1236-1239
[10]   Iodine(III) Enabled Dehydrogenative Aryl C-S Coupling by insitu Generated Sulfenium Ion [J].
Choudhuri, Khokan ;
Maiti, Saikat ;
Mal, Prasenjit .
ADVANCED SYNTHESIS & CATALYSIS, 2019, 361 (05) :1092-1101