Recent Advances in Multicomponent Reactions with Organic and Inorganic Sulfur Compounds

Abstract

In recent years, multicomponent reactions with inorganic and organic sulfur compounds as one of reactants have achieved a remarkable development. In this review, we summarize recent advances in the multicomponent reactions involving sulfur components, which include elemental sulfur, sodium metabisulfite, sodium hyposulfite, potassium pyrosulfite, DABSO, sodium sulfide, thiocyanate, sulfur dioxide, carbon disulfide and other divalent, tetravalent and hexavalent organosulfur compounds.

An efficient metal-free and catalyst-free C–S/C–O bond-formation strategy: synthesis of pyrazole-conjugated thioamides and amides

“…Fascinated by the immense pharmacological profiles of pyrazole, thioamide and amide derivatives, it was envisaged to develop a practical approach towards the synthesis of pyrazolethioamide and pyrazole-amide conjugates. Elemental sulfur was explored as a sulfurating reagent for the generation of thioamides owing to its nontoxic, odorless nature and versatile reactivity profile [65][66][67][68][69][70][71][72][73][74][75][76]. To the best of our knowledge, the syntheses of pyrazole C-3/4/5-linked thioamide and amide conjugates have not been reported.…”

Gold Nanoparticle-Catalyzed Multicomponent Reactions

“…43 MCRs have experienced an amazing evolution in status and practice, particularly in recent decades, becoming extraordinary and versatile synthetic pathways, thus occupying a very prominent position. They have found myriad applications in the construction of an extensive range of heterocyclic structures, 44−47 peptides and pseudopeptides, 48−50 diversity-oriented synthesis, 51,52 inorganic complexes, 53 and also synthesis of macrocyclic compounds. 54 The ever-increasing interest in multicomponent reactions and their appliances, with more than a century of history, has increased dramatically in the recent years, which speaks volumes about their effectiveness and efficiency.…”

“…MCRs have experienced an amazing evolution in status and practice, particularly in recent decades, becoming extraordinary and versatile synthetic pathways, thus occupying a very prominent position. They have found myriad applications in the construction of an extensive range of heterocyclic structures, − peptides and pseudopeptides, − diversity-oriented synthesis, , inorganic complexes, and also synthesis of macrocyclic compounds …”

Sulfur stereogenic centers in transition-metal-catalyzed asymmetric C–H functionalization: generation and utilization

“…13 Owing to the significant bioactivity, an increasing number of marketed drugs and bioactive compounds contain sulfoxides and sulfoximines in enantiopure form. [14][15][16][17][18] Moreover, organosulfur compounds are commonly utilized as starting materials, reagents, or intermediates in synthetic organic chemistry, [19][20][21][22] in which chiral sulfoxides are particularly useful in asymmetric catalysis as versatile chiral auxiliaries or ligands due to their high optical stability (Scheme 1). [23][24][25][26][27] Traditional strategies toward enantioenriched sulfoxides mainly rely on resolution techniques and diastereoselective transformations, in which the need for stoichiometric amounts of chiral-pool reagents has rendered their synthetic application cumbersome.…”