Green hydrothiolation of dialkyl azodicarboxylates

Peixoto, Maura L. Bruckchem; Lermen, Isadora S.; Gritzenco, Fabiane; Godoi, Benhur; Bencke, Carlos E.; Godoi, Marcelo

doi:10.1007/s10311-020-00980-4

Cited by 6 publications

(2 citation statements)

References 35 publications

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“…The studies of Cu-mediated addition reactions were not limited to alkynes and alkenes. Cu(OTf) 2 was tested for catalytic activity in the hydrothiolation of a diene, and CuO nanoparticles were tested for the hydrothiolation of dialkyl azodicarboxylates . Copper catalysis was also efficient in C–S bond formation in the addition reaction involving alkynes and sulfonyl chlorides …”

Section: Catalytic Z–h Bond Addition Reactions (Z = S Se Te)mentioning

confidence: 99%

Transition-Metal-Catalyzed C–S, C–Se, and C–Te Bond Formations via Cross-Coupling and Atom-Economic Addition Reactions. Achievements and Challenges

2022

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In the present review, we discuss recent progress in the field of C–Z bond formation reactions (Z = S, Se, Te) catalyzed by transition metals. Two complementary methodologies are consideredcatalytic cross-coupling reactions and catalytic addition reactions. The development of advanced catalytic systems is aimed at improved catalyst efficiency, reduced catalyst loading, better cost efficiency, environmental concerns, and higher selectivity and yields. The important rise of research efforts in sustainability and green chemistry areas is critically assessed. The paramount role of mechanistic studies in the development of a new generation of catalytic systems is addressed, and the key achievements, problems, and challenges are summarized for this field.

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Section: Catalytic Z–h Bond Addition Reactions (Z = S Se Te)mentioning

confidence: 99%

Transition-Metal-Catalyzed C–S, C–Se, and C–Te Bond Formations via Cross-Coupling and Atom-Economic Addition Reactions. Achievements and Challenges

2022

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“…Godoi and co-workers developed an efficient and atomeconomical methodology for hydrothiolation of dialkyl azodicarboxylates under environment friendly conditions. [48] In this protocol, sulfenylhydrazines-1,2-dicarboxylates were prepared after hydrothiolation of dialkyl azodicarboxylates under solventfree conditions (Scheme 38). The reaction conditions were screened by varying reaction duration and temperature.…”

Section: Sà N Bond Forming Reactionsmentioning

confidence: 99%

Progress of Dialkyl Azodicarboxylates in Organic Transformations

Singh

Mritunjay

2021

Asian J Org Chem

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In recent past, dialkyl azodicarboxylates have been embraced as versatile reagents in synthetic strategies other than Mitsunobu reactions. These azo compounds have been utilized as an oxidant or dehydrogenating reagent in oxidative transformations, such as cross dehydrogenative coupling, oxidative Ugi-type reaction, dehydrogenation etc. Moreover, they have been utilized in different types of bond construction like C-Heteroatom (C-Het) and SÀ N bond. Very recently, these azo compounds have also been explored in photochemical reactions. Such types of reported reactions and their reaction pathways are presented here in this minireview, which manifested the oxidative abilities and advantageous features of dialkyl azodicarboxylates.

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