Please use this identifier to cite or link to this item: http://dspace.library.iitb.ac.in/xmlui/handle/100/15210
Title: One pot synthesis of maleimide and hydantoin by Fe(CO)(5) catalyzed [2+2+1] co-cyclization of acetylene, isocyanate and CO
Authors: MATHUR, P
JOSHI, RK
RAI, DK
JHA, B
MOBIN, SM
Issue Date: 2012
Publisher: ROYAL SOC CHEMISTRY
Citation: DALTON TRANSACTIONS, 41(16)5045-5054
Abstract: In the presence of a catalytic amount of Fe(CO)(5), terminal acetylenes, isocyanates and CO undergo [2 + 2 + 1] cyclization to form substituted maleimides and hydantoins; when internal alkynes are used, exclusive maleimide formation is observed. While the maleimides can be obtained as the major products, in up to 90% yield, when the reaction is carried out in CO atmosphere, in absence of CO, the hydantoins are formed in up to 87% yield. Formation of maleimides has been shown to occur via the formation of a ferrole intermediate, whereas the hydantoins are proposed to form through successive insertion of isocyanate into the iron-acetylide bond. All compounds were characterized by spectroscopic methods and molecular structures of some compounds were established by single crystal X-ray diffraction method.
URI: http://dx.doi.org/10.1039/c2dt11942k
http://dspace.library.iitb.ac.in/jspui/handle/100/15210
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