《Visible-Light-Mediated Difunctionalization of Alkynes: Synthesis of β-Substituted Vinylsulfones Using O- and S-Centered Nucleophiles》 was written by Sahoo, Ashish Kumar; Dahiya, Anjali; Das, Bubul; Behera, Ahalya; Patel, Bhisma K.. SDS of cas: 88-67-5This research focused onvinyl sulfone preparation regioselective diastereoselective green chem; alkyne sulfinate nucleophile sulfonylation photocatalyst. The article conveys some information:
A series of Z-β-substituted vinylsulfones (Z)-R1C(R3C(O)O)=CHS(O)2R2 (R1 = Ph, cyclohexyl, 4-bromophenyl, etc.; R2 = Me, 4-methylphenyl, thiophen-2-yl, etc.; R3 = acetyl, stearyl, cyclopropylmethyl, etc.) (I) was prepared via a green-light-induced, regioselective difunctionalization of terminal alkyne R1C6H4CCH has been disclosed using sodium arylsulfinates R2S(O)2Na and carboxylic acids R3C(O)OH in the presence of eosin Y as the photocatalyst. The present methodol. is further demonstrated by employing NH4SCN as S-centered nucleophile instead of carboxylic acid. The mechanistic investigation reveals a radical-induced iodosulfonylation followed by a base-mediated nucleophilic substitution. The mechanism is supported by various studies viz., radical-trapping experiment, fluorescence quenching and CV studies. In this protocol, Z-β-substituted vinylsulfones (I) and (Z)-R4C6H4C(R5)=C(R6)S(O)2R7 (R4 = H, 3-Me, 4-Me, 4-tert-butyl; R5 = I, SCN; R6 = H, methyl; R7 = Ph, 4-methylphenyl) are obtained exclusively covering a broad range of alkynes and nucleophiles which are often unaddressed. The present strategy can tolerate structurally discrete substrates with steric bulk and different electronic properties, which provides a straightforward and practical pathway for the synthesis of highly functionalized Z-β-substituted vinylsulfones. Herein, C-O and C-S bonds are assembled simultaneously with the concomitant introduction of important functional groups viz. ester, thiocyanate, and sulfone. The experimental process involved the reaction of 2-Iodobenzoic acid(cas: 88-67-5SDS of cas: 88-67-5)
2-Iodobenzoic acid(cas: 88-67-5) belongs to organic iodides. Generally organic iodides can be divided into two classes of alkyl iodides and aryl iodides. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics.SDS of cas: 88-67-5Halogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution.
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com