Highly Z-selective synthesis of 1,3-oxathiol-2-ylidenes and 4-methylene-oxazolidine-2-thiones via atom-specific 5-exo-dig cyclization of propargyl alcohol with isothiocyanate was written by Antony Savarimuthu, S.;Leo Prakash, D. G.;Augustine Thomas, S.;Gandhi, Thirumanavelan;Bera, Mrinal K.. And the article was included in Organic & Biomolecular Chemistry in 2020.Application In Synthesis of 1,2-Difluoro-3-iodobenzene This article mentions the following:
A series of 3,4,5-trisubstituted (Z)-1,3-oxathiol-2-ylidenes I (R = 2-ClC6H4, 4-t-BuC6H4, etc.; R1 = Ph, 2-FC6H4, 4-BrC6H4, etc.; R2 = Ph, 4-FC6H4) was synthesized via DBU-mediated 5-exo-dig cyclization of isothiocyanates RNCS and propargyl alcs. R1CH(OH)CCR2. Exclusive S-nucleophilic cyclization was observed with propargyl alcs. R3CCCH2OH (R3 = Ph, 2,3-F2C6H3, 4-O2NC6H4, etc.) and isothiocyanates RNCS to produce the corresponding 3,4-disubstituted (Z)-N-(Z)-4-ethylidene-1,3-oxathiolan-2-ylidenes II. Also, the parent propargyl alc. and isothiocyanates underwent an N-nucleophilic attack to afford 4-methyleneoxazolidine-2-thiones III. In the experiment, the researchers used many compounds, for example, 1,2-Difluoro-3-iodobenzene (cas: 64248-57-3Application In Synthesis of 1,2-Difluoro-3-iodobenzene).
1,2-Difluoro-3-iodobenzene (cas: 64248-57-3) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. Organoiodine lubricants can be used with titanium, stainless steels, and other metals which tend to seize up with conventional lubricants: organoiodine lubricants can be used in turbines and spacecraft, and as a cutting oil in machining.Application In Synthesis of 1,2-Difluoro-3-iodobenzene
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com