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Iron‐Catalyzed Dioxygenation of Alkenes and Terminal Alkynes by using (Diacetoxyiodo)benzene as Oxidant
Author(s) -
Srinivas B. T. V.,
Rawat Vikas S.,
Sreedhar Bojja
Publication year - 2015
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201500681
Subject(s) - chemistry , catalysis , benzene , terminal (telecommunication) , alkene , alkyne , medicinal chemistry , photochemistry , organic chemistry , telecommunications , computer science
An iron‐catalyzed syn ‐diacetoxylation of alkenes and 1,2‐oxyacetoxylation of terminal alkynes has been developed using (diacetoxyiodo)benzene as oxidant. A broad range of internal and terminal alkenes, including electron‐rich as well as electron‐deficient alkenes, gave the desired products in good to excellent yields with high diastereoselectivity (up to >99:1 dr ). In addition the high catalytic activity of iron catalysis for the 1,2‐oxyacetoxylation of terminal alkynes is also reported. The roles of catalyst, oxidant and other reaction parameters were evaluated for activation of the unsaturated bond.