Review of application of the I₂ and dimethyl sulfoxide combined reagent system to aryl methyl ketones for diverse transformations

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(9), С. 2665 - 2692

Опубликована: Янв. 1, 2024

The synthesis of small molecules and complex scaffolds is one the most important topics in organic synthesis.

Язык: Английский

---

Iodine/DMSO oxidations: a contemporary paradigm in C–N bond chemistry

New Journal of Chemistry, Год журнала: 2018, Номер 42(3), С. 1551 - 1576

Опубликована: Янв. 1, 2018

A new era in the organic synthetic world is demanding greener protocols for execution of reactions.

Язык: Английский

---

I₂/DMSO-mediated multicomponent reaction of o-hydroxyaryl methyl ketones, rongalite, and DMSO: access to C3-sulfenylated chromones

Organic & Biomolecular Chemistry, Год журнала: 2019, Номер 17(6), С. 1535 - 1541

Опубликована: Янв. 1, 2019

An efficient I₂–DMSO reagent system-mediated multicomponent reaction strategy for the synthesis of C3-sulfenylated chromones from o-hydroxyaryl methyl ketones, rongalite, and dimethyl sulfoxide has been developed.

Язык: Английский

---

Hierarchical Cu7S4-Cu9S8 heterostructure hollow cubes for photothermal aerobic oxidation of amines

Chemical Engineering Journal, Год журнала: 2019, Номер 363, С. 247 - 258

Опубликована: Янв. 27, 2019

Язык: Английский

---

I₂-Mediated Oxidative C–N and N–S Bond Formation in Water: A Metal-Free Synthesis of 4,5-Disubstituted/N-Fused 3-Amino-1,2,4-triazoles and 3-Substituted 5-Amino-1,2,4-thiadiazoles

The Journal of Organic Chemistry, Год журнала: 2018, Номер 83(10), С. 5715 - 5723

Опубликована: Май 2, 2018

An environmentally benign and convenient strategy for the synthesis of 4,5-disubstituted/N-fused 3-amino-1,2,4-triazoles 3-substituted 5-amino-1,2,4-thiadiazoles from isothiocyanates has been developed. This metal-free method involves I2-mediated oxidative C–N N–S bond formations in water. Furthermore, this facile protocol exhibited excellent substrate tolerance good to high yields scalable fashion.

Язык: Английский

---

Recent Advances of Green Catalytic System I2/DMSO in C–C and C–Heteroatom Bonds Formation

Catalysts, Год журнала: 2022, Номер 12(8), С. 821 - 821

Опубликована: Июль 26, 2022

Developing a green, practical and efficient method for the formation of C–C C–Heteroatom bonds is an important topic in modern organic synthetic chemistry. In recent years, I2/DMSO catalytic system has attracted wide attention because its high efficiency, atomic economy, low cost, mild reaction conditions it environment-friendly, which more line with requirements sustainable Heteroatom-containing compounds have shown lots applications pharmaceutical synthesis, agrochemicals, material chemistry dyes. At present, been successfully applied to synthesis various heteroatom-containing compounds. The formed efficiently, proved be green system. this review, research achievements from 2015 date are described, area prospected. This review attempts reveal general law iodine catalysis lay foundation design new reactions.

Язык: Английский

---

I₂-Catalyzed Oxidative N–S Bond Formation: Metal-Free Regiospecific Synthesis of N-Fused and 3,4-Disubstituted 5-Imino-1,2,4-thiadiazoles

The Journal of Organic Chemistry, Год журнала: 2017, Номер 82(10), С. 5310 - 5316

Опубликована: Апрель 27, 2017

A novel and expeditious approach for the synthesis of N-fused 3,4-disubstituted 5-imino-1,2,4-thiadiazole derivatives has been achieved through molecular iodine-catalyzed oxidative cyclization 2-aminopyridine/amidine isothiocyanate via N–S bond formation at ambient temperature. The present one-pot transition-metal-free protocol provides facile highly efficient regiospecific various 1,2,4-thiadiazole in a scaled-up manner with good to excellent yields using inexpensive I2 as catalyst.

Язык: Английский

---

Direct oxidative dearomatization of indoles: access to structurally diverse 2,2-disubstituted indolin-3-ones

Chemical Communications, Год журнала: 2019, Номер 55(46), С. 6535 - 6538

Опубликована: Янв. 1, 2019

Described is an efficient oxidative dearomatization of indoles with TEMPO oxoammonium salt and a broad range nucleophiles. Under very mild conditions, dearomative oxyalkynylation oxyalkenylation to structurally diverse 2,2-disubstituted indolin-3-ones were developed for the first time high atom-economy. In addition, oxyarylation, oxyallylation, oxycyanation also demonstrated. Mechanism studies indicated that served as sole oxidant source through electron donor-acceptor (EDA) intermediate.

Язык: Английский

---

A concise synthesis and biological study of evodiamine and its analogues

Chemical Communications, Год журнала: 2019, Номер 55(21), С. 3089 - 3092

Опубликована: Янв. 1, 2019

Efficient access to evodiamine and its analogues is presented via Lewis acid catalysis. In this reaction, three chemical bonds two heterocyclic-fused rings are constructed in one step.

Язык: Английский

---

One Stone, Three Birds: One-Pot Synthesis of Pyrido[3,2-a]phenoxazin-5-one Derivatives from o-Aminophenols with Triple Roles, Paraformaldehyde, and Enaminones via the Povarov Reaction

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(15), С. 11150 - 11160

Опубликована: Июль 18, 2023

A novel multicomponent cascade cyclization reaction in one pot for the preparation of pyrido[3,2-a]phenoxazin-5-ones from simple o-aminophenols, paraformaldehyde, and enaminones has been established. It is noteworthy that o-aminophenol plays multiple roles serving as both a bis-nucleophile an iminoquinone precursor, which can situ generate aminophenoxazinones to undergo Povarov first time yield with high efficiency. Moreover, photoluminescence polarity sensitivity features aggregation-induced emission (AIE) characteristics, promising bioimaging theranostic applications.

Язык: Английский

---