Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 119639-24-6, is researched, SMILESS is O=C(C=C1)N(C(C)(C)C)S1(=O)=O, Molecular C7H11NO3SJournal, Tetrahedron Letters called A facile construction of 4-hydroxymethylbenzisothiazolone-1,1-dioxide, Author is Yeung, Kap-Sun; Meanwell, Nicholas A.; Li, Yi; Gao, Qi, the main research direction is furylmethanol isothiazolone dioxide regioselective Diels Alder; hydroxymethylbenzisothiazolone regioselective preparation; benzisothiazolone hydroxymethyl regioselective preparation; MO Diels Alder furylmethanol isothiazolone dioxide; hydrogen bond furylmethanol isothiazolone dioxide cycloaddition.Reference of 2-(tert-Butyl)isothiazol-3(2H)-one 1,1-dioxide.
4-Hydroxymethylbenzisothiazolone-1,1-dioxide could be facilely synthesized via a highly regioselective Diels-Alder cycloaddition between furfuryl alc. and 2-(tert-butyl)-isothiazolone-1,1-dioxide, followed by aromatization of the adduct under basic conditions. A secondary effect from intramol. hydrogen bonding influences the regioselectivity of the cycloaddition Unequivocal proof of the regiochem. of the Diels-Alder reaction is provided by X-ray crystallog. and ab initio calculations showed electronic and steric effects on transition structure asynchronicity.
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Reference:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com