1,2-Oxa/Thia-3-Azoles

Navo, Claudio D.; Peccati, Francesca; Mazo, Nuria; Núñez‐Franco, Reyes; Jiménez‐Osés, Gonzalo

doi:10.1016/b978-0-12-818655-8.00115-3

Cited by 1 publication

(2 citation statements)

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“…The synthesis of Appel salt 1 acted as a catalyst to the field and granted access to many 1,2,3-dithiazole derivatives, and to other heterocycles incorporating sulfur and nitrogen atoms [ 6 , 7 , 8 , 9 , 10 , 11 ]. The subsequent synthetic reports focused on transformations on the C5 position [ 6 , 7 , 8 , 9 , 10 , 11 ]. However, one of the key synthetic interests beyond expanding the scope of 5-substituted 1,2,3-dithiazoles was the limited reactivity of the C4 position.…”

Section: Introductionmentioning

confidence: 99%

“…Several different approaches were used to address this C4 reactively issue, including intramolecular cyclization [ 6 ] using a multi-step oxime pathway [ 12 , 13 ], or more recently, direct reactions [ 14 ], all of which expanded the chemical space around the 1,2,3-dithiazole. Some of these approaches have been covered in past reviews around the chemistry of 1,2,3-dithiazoles [ 6 , 7 , 8 , 9 , 10 , 11 ] ( Figure 1 ).…”

Section: Introductionmentioning

confidence: 99%

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The Synthesis and Biological Applications of the 1,2,3-Dithiazole Scaffold

Kalogirou

Asquith

2023

Molecules

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The 1,2,3-dithiazole is an underappreciated scaffold in medicinal chemistry despite possessing a wide variety of nascent pharmacological activities. The scaffold has a potential wealth of opportunities within these activities and further afield. The 1,2,3-dithiazole scaffold has already been reported as an antifungal, herbicide, antibacterial, anticancer agent, antiviral, antifibrotic, and is a melanin and Arabidopsis gibberellin 2-oxidase inhibitor. These structure activity relationships are discussed in detail, along with insights and future directions. The review also highlights selected synthetic strategies developed towards the 1,2,3-dithiazole scaffold, how these are integrated to accessibility of chemical space, and to the prism of current and future biological activities.

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