Hypervalent iodine mediated intramolecular cyclization of thioformanilides: expeditious approach to 2-substituted benzothiazoles.
A new, mild, and efficient method has been developed for the synthesis of 2-substituted benzothiazoles via the intramolecular cyclization of thioformanilides by using hypervalent iodine reagents in CH2Cl2 at ambient temperature. The reaction proceeds via a thiyl radical in high yields to give the novel compound oxybis benzothiazole and is also amenable to generating combinatorial libraries of heterocyclic compounds by solid-phase synthesis.
Bose
D Subhas
DS
Organic Chemistry Division III, Fine Chemicals Laboratory, Indian Institute of Chemical Technology, Hyderabad, 500 007, India. dsb@iict.res.in
Idrees
Mohd
M
D000813:Anilides / Q000737:chemistry*; D052160:Benzothiazoles / Q000138:chemical synthesis*; D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D005559:Formamides / Q000737:chemistry*; D007455:Iodine / Q000737:chemistry*
D000813:Anilides; D052160:Benzothiazoles; D005559:Formamides; D007455:Iodine; C009463:thioformamide; C005465:benzothiazole