1249641-18-6Relevant academic research and scientific papers
Efficient and highly selective method for the synthesis of 4-Iodo-3-substituted 1 H -Isoselenochromenes and -isothiochromenes
Schneider, Caroline C.,Bortolatto, Cristiani,Back, Davi F.,Menezes, Paulo H.,Zeni, Gilson
, p. 413 - 418 (2011/03/22)
We present here our results on the preparation of 2-alkynylbenzyl selenide and sulfide derivatives via Sonogashira cross-coupling of benzyl chalcogenides with different alkynes. This cross-coupling reaction proceeded cleanly under mild conditions and was performed with propargyl alcohol as well as alkyl- and arylalkynes. Subsequent electrophilic-cyclization reaction of the 2-alkynylbenzyl selenide and sulfide derivatives using iodine as an electrophilic source gave 4-iodo-3-substituted 1H-isoselenochromenes and -isothiochromenes in moderate yields. The unique product obtained during the course of this cyclization contained a six-membered ring which was confirmed by X-ray diffraction analysis. Georg Thieme Verlag Stuttgart - New York.
