Organic Letters 2006-10-01

Novel alternative for the N-S bond formation and its application to the synthesis of benzisothiazol-3-ones.

Arkaitz Correa, Imanol Tellitu, Esther Dom__nguez, Raul SanMartin

Index: Org. Lett. 8(21) , 4811-3, (2006)

Full Text: HTML

Abstract

[reaction: see text] The synthesis of a series of benzisothiazolone derivatives starting from the readily available methyl thiosalicylate is presented. The key cyclization step features the formation of a N-acylnitrenium ion, generated by the hypervalent iodine reagent PIFA, and its succeeding intramolecular trapping by the thiole moiety leading to the construction of the title compounds by formation of a new N-S bond.

Related Compounds

Related Articles:

Synthesis and in vitro/in vivo evaluation of novel mono- and trivalent technetium-99m labeled ghrelin peptide complexes as potential diagnostic radiopharmaceuticals.

2015-01-01

[Nucl. Med. Biol. 42(1) , 28-37, (2014)]

A chiral thioxanthone as an organocatalyst for enantioselective [2+2] photocycloaddition reactions induced by visible light.

2014-04-22

[Angew. Chem. Int. Ed. Engl. 53(17) , 4368-71, (2014)]

Luteolin and thiosalicylate inhibit HgCl(2) and thimerosal-induced VEGF release from human mast cells.

2010-01-01

[Int. J. Immunopathol. Pharmacol. 23(4) , 1015-20, (2010)]

Synthesis of [1] Benzothieno [3, 2-b] furan-A New Fused Benzoheterocyclic System. Svoboda J, et al.

[Collect. Czech. Chem. Commun. 58(12) , 2983-86, (1993)]

More Articles...