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Volume 8
Medicinal Chemistry
ISSN: 2161-0444
Medicinal Chemistry 2018
June 14-15, 2018
June 14-15, 2018 | Barcelona, Spain
10
th
World Congress on
Medicinal Chemistry and Drug Design
Synthesis of highly functionalized spirocyclic butenolides via ring contraction of fused 2H-pyran-2-
ones
Amr Elagamy
University of Delhi, India
B
utenolides are a class of lactones, considered as oxidized derivatives of furan with structure made of four carbon
heterocyclic ring called furan-2(5H)-ones. A broad range of natural products and biologically active compounds contain
butenolides structural as subunits. These compounds exhibit various biological activities such as anti-inflammatory, anticancer,
antimicrobial, antifungal, and anti-viral HIV-1. A new method for synthesis of highly functionalized spirocyclic butenolides
was achieved through ring opening and relactonization at C5 of fused 2H-pyran-2-ones using nitroalkane as a carbanion
source. Nitroethane provides (E)-and (Z)-isomer of spirocyclic butenolides in a ratio of almost 2:1 with relatively better yields
than in case of nitromethane which provides only one isomer. Moreover, spirocyclic butenolides obtained from nitroethane
undergoes decarboxylative rearrangement in presence of sodium ethoxide to give only one isomer of triene and might be used
as a valuable intermediate for synthesis of various triene compounds.
Biography
Amr Elagamy has completed his Bachelor of Science in Chemistry at the Faculty of Science, Tanta University, Egypt, and Master degree in Organic Chemistry at
Kirori Mal College, University of Delhi, New Delhi, India. He was awarded DBT-TWAS Postgraduate Fellowship in 2015 to complete his PhD in Organic Chemistry
at the University of Delhi, New Delhi – India.
amrelagamy1@gmail.comAmr Elagamy, Med chem (Los Angeles) 2018, Volume 8
DOI: 10.4172/2161-0444-C1-039