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Synthesis of Heterobiaryls Featuring 1,4 N···S Inter-Ring Interactions

Abstract : Because of its low-lying σ* orbitals, the C-S bond can interact with electron donors. In this short review, our goal is to focus on intramol. interactions between bivalent sulfur and basic nitrogen atoms. In particular, we will consider the synthesis of selected heterobiaryls for which 1,4 N···S inter-ring interactions can be identified from X-ray diffraction data. Finally, we will briefly touch on the use of such conformational preferences in various applications. 1 Introduction 2 Cross-Coupling with C-C Bond Formation 3 Cross-Coupling with C-N Bond Formation 4 Nucleophilic Addn. to Azine Followed by Oxidn. 5 Multicomponent Reactions 6 Heterobiaryl Formation by Azine Building 7 Heterobiaryl Formation by Building of the Sulfur-Contg. Heterocycle 8 Cycloaddn. Reactions 9 Other Syntheses 10 Conclusion.
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https://hal-univ-rennes1.archives-ouvertes.fr/hal-01231159
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Submitted on : Thursday, November 19, 2015 - 3:47:01 PM
Last modification on : Thursday, March 5, 2020 - 2:04:20 PM

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David Tilly, Floris Chevallier, Florence Mongin. Synthesis of Heterobiaryls Featuring 1,4 N···S Inter-Ring Interactions. SYNTHESIS, Georg Thieme Verlag, 2016, 48 (02), pp.184-199. ⟨10.1055/s-0035-1560360⟩. ⟨hal-01231159⟩

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