Autor: |
Trossarello, Julia, Egunjobi, Adegboyega, J. Morgan, Whitney, Ahamed, Rayaj, S. Aiken, Karelle |
Zdroj: |
Current Organic Synthesis; June 2014, Vol. 11 Issue: 3 p466-470, 5p |
Abstrakt: |
Methyl ketone derivatives can be accessed from 5-oxo-1-alkynes in an iodine-initiated hydration of the terminal alkynes. Use of molecular iodine in this manner is novel, inexpensive and a greener alternative to the traditional use of transition metal catalysts. Herein, we report the results of a methodology study which sheds light on the underlying mechanism of this new, metal-free reaction. Our findings indicate that the hydration of the alkyne proceeds via an important anchimeric assistance in which the neighboring keto group participates with a 5-exo-dig cyclization. |
Databáze: |
Supplemental Index |
Externí odkaz: |
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