Molecular iodine-mediated reaction of 2-(2-phenylethynyl)-Morita-Baylis-Hillman adducts: an easy route to naphthyl ketones and iodo-substituted isochromenes

Donala Janreddy; Veerababurao Kavala; Trimurtulu Kotipalli; R R Rajawinslin; Chun-Wei Kuo; Wen-Chang Huang; Ching-Fa Yao

doi:10.1039/c4ob00938j

Molecular iodine-mediated reaction of 2-(2-phenylethynyl)-Morita-Baylis-Hillman adducts: an easy route to naphthyl ketones and iodo-substituted isochromenes

Org Biomol Chem. 2014 Nov 7;12(41):8247-56. doi: 10.1039/c4ob00938j. Epub 2014 Sep 9.

Authors

Donala Janreddy¹, Veerababurao Kavala, Trimurtulu Kotipalli, R R Rajawinslin, Chun-Wei Kuo, Wen-Chang Huang, Ching-Fa Yao

Affiliation

¹ Department of Chemistry, National Taiwan Normal University, 88, Sec. 4, Ting-chow Road, Taipei, Taiwan 116, Republic of China. cheyaocf@ntnu.edu.tw cheyaocf@yahoo.com.tw.

PMID: 25203199
DOI: 10.1039/c4ob00938j

Abstract

The molecular iodine-promoted reaction of 2-(2-phenylethynyl)-Morita-Baylis-Hillman adducts is reported. In the presence of I2, naphthyl ketone derivatives are produced, whereas in the presence of I2/K3PO4, iodo-substituted isochromene derivatives are produced.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Alkynes / chemistry*
Crystallography, X-Ray
Hydrocarbons, Iodinated / chemical synthesis*
Hydrocarbons, Iodinated / chemistry
Iodine / chemistry*
Ketones / chemical synthesis*
Ketones / chemistry
Models, Molecular
Molecular Structure

Substances

Alkynes
Hydrocarbons, Iodinated
Ketones
Iodine