Aqueous Mediated Reactions Involving Hypervalent Iodine Reagents

被引：17

作者：

Soni, Rinku ^{[2
]}

Sihag, Monika ^{[2
]}

Rani, Neha ^{[2
]}

Kinger, Mayank ^{[2
]}

Aneja, Deepak Kumar ^{[1
]}

机构：

[1] Chaudhary Bansi Lal Univ, Dept Chem, Bhiwani 127021, Haryana, India

[2] Chaudhary Bansi Lal Univ, Dept Chem, Bhiwani 127021, Haryana, India

来源：

ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2022年 / 11卷 / 09期

关键词：

aqueous medium; C-C coupling; cyclization; green chemistry; hypervalent iodine reagents; DIRECT ALPHA-HYDROXYLATION; O-IODOXYBENZOIC ACID; DIARYLIODONIUM SALTS; ORGANIC-SYNTHESIS; HOT-WATER; CHEMOSELECTIVE OXIDATION; IN-SITU; SODIUM TRIFLUOROMETHANESULFINATE; EFFICIENT SYNTHESIS; CLEAN OXIDATION;

D O I：

10.1002/ajoc.202200125

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Several reactions mended by hypervalent iodine reagents have been developed in aqueous media recently. The evolution of reactions using hypervalent iodine reagents in aqueous medium is one of the most vital fields in organic synthesis to achieve one of the requirements of green chemistry. Hypervalent iodine reagents have the potential to replace toxic metals in numerous chemical reactions viz. oxidation reactions, coupling reactions, alpha-functionaliztion reactions, cyclization reactions and halogenations reactions etc. due to their stability, high selectivity, easy and simple experimentation, less toxic nature. In a chemical reaction solvents are required for several functions viz. in extractions, reactants solubility, washing and separation of final products. Water as a medium represents a safe, non-toxic, inexpensive and environmentally friendly alternative to toxic organic solvents for various organic reactions. The evolution of hypervalent iodine reagents with modified reactivities in aqueous phase now enable such chemical reactions which were thought to be illogical only a century ago. Therefore, in the present review, we summarize the various aqueous mediated reactions involving hypervalent iodine reagents.

引用

页数：34

共 146 条

[11] Hypervalent Iodine Reagents as Powerful Electrophiles [J].

Brown, Michael ;

Farid, Umar ;

Wirth, Thomas .

SYNLETT, 2013, 24 (04) :424-431

[12] Phosphine-free palladium-catalyzed cross-coupling of tris(1-naphthyl)borane with aryl halides and iodonium salts [J].

Bumagin, NA ;

Tsarev, DA .

TETRAHEDRON LETTERS, 1998, 39 (44) :8155-8158

[13] PALLADIUM-CATALYZED CROSS-COUPLING OF DIARYLIODONIUM SALTS WITH ORGANOTIN COMPOUNDS [J].

BUMAGIN, NA ;

SUKHOMLINOVA, LI ;

IGUSHKINA, SO ;

BANCHIKOV, AN ;

TOLSTAYA, TP ;

BELETSKAYA, IP .

BULLETIN OF THE RUSSIAN ACADEMY OF SCIENCES-DIVISION OF CHEMICAL SCIENCE, 1992, 41 (11) :2128-2129

[14] PALLADIUM-CATALYZED CROSS-COUPLING OF SYMMETRICAL DIARYLIODONIUM SALTS WITH SODIUM TETRAPHENYLBORATE IN WATER [J].

BUMAGIN, NA ;

LUZIKOVA, EV ;

SUKHOMLINOVA, LI ;

TOLSTAYA, TP ;

BELETSKAYA, IP .

RUSSIAN CHEMICAL BULLETIN, 1995, 44 (02) :385-386

[15] PALLADIUM-CATALYZED ARYLATION OF ACRYLIC-ACID BY DIARYLIODONIUM SALTS IN WATER [J].

BUMAGIN, NA ;

SUKHOMLINOVA, LI ;

BANCHIKOV, AN ;

TOLSTAYA, TP ;

BELETSKAYA, IP .

BULLETIN OF THE RUSSIAN ACADEMY OF SCIENCES-DIVISION OF CHEMICAL SCIENCE, 1992, 41 (11) :2130-2130

[16] Water: Nature's Reaction Enforcer-Comparative Effects for Organic Synthesis "In-Water" and "On-Water" [J].

Butler, Richard N. ;

Coyne, Anthony G. .

CHEMICAL REVIEWS, 2010, 110 (10) :6302-6337

[17] Organic Synthesis "On Water" [J].

Chanda, Arani ;

Fokin, Valery V. .

CHEMICAL REVIEWS, 2009, 109 (02) :725-748

[18] Radiofluorination of diaryliodonium tosylates under aqueous-organic and cryptand-free conditions [J].

Chun, Joong-Hyun ;

Telu, Sanjay ;

Lu, Shuiyu ;

Pike, Victor W. .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2013, 11 (31) :5094-5099

[19] BISBENZYLISOQUINOLINES .4. PREPARATION OF DIARYL ETHERS FROM DIARYLIODONIUM SALTS [J].

CROWDER, JR ;

GLOVER, EE ;

GRUNDON, MF ;

KAEMPFEN, HX .

JOURNAL OF THE CHEMICAL SOCIETY, 1963, (SEP) :4578-&

[20] Design, Synthesis, Structure, and Dehydrogenation Reactivity of a Water-Soluble o-lodoxybenzoic Acid Derivative Bearing a Trimethylammonium Group [J].

Cui, Li-Dian ;

Dong, Zhi-Lei ;

Liu, Kai ;

Zhang, Chi .

ORGANIC LETTERS, 2011, 13 (24) :6488-6491

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