Synthesis of the insecticide prothrin and its analogues from biomass-derived 5-(chloromethyl)furfural.

نویسندگان

  • Fei Chang
  • Saikat Dutta
  • James J Becnel
  • Alden S Estep
  • Mark Mascal
چکیده

Prothrin, a synthetic pyrethroid insecticide, was synthesized from the biomass-derived platform chemical 5-(chloromethyl)furfural in six steps and overall 65% yield. Two structural analogues of prothrin were also prepared following the same synthetic approach. Preliminary testing of these furan-based pyrethroids against the yellow fever mosquito Aedes aegypti indicates promising insecticidal activities.

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

High-Yield Chemical Conversion of Biomass into Biofuels and Value-Added Products

We have developed a new method to efficiently convert waste biomass (agricultural, municipal, forestry) into biofuels and value-added products. The process is completely chemical in nature, inexpensive, and produces no waste stream. The derived products are non-toxic, biodegradable substitutes for petroleum, both in motor fuels and as renewable chemical intermediates. The technology involves th...

متن کامل

Biomass derived furfural-based facile synthesis of protected (2S)-phenyl-3-piperidone, a common intermediate for many drugs.

An efficient synthetic route towards tosyl-protected (2S)-phenyl-3-piperidone, a common intermediate for many drugs, has been developed in 5 steps in 54% yield from biomass derived furfural. The synthetic utility of the piperidone core structure was demonstrated with the synthesis of a NK1 receptor antagonist.

متن کامل

Hydroconversion of Furfural over Cu-Cr/SiO2 Nanocatalysts: A Comparative Study

Furfural is one of the most promising chemical platforms with bright perspective with respect to the production of biobased chemicals and fuels from lignocellulosic material. Globally, the majority of this biomass derived chemical is converted into furfuryl alcohol, a building block in polymers industry. The vapor-phase hydrogenation of furfural over copper species dispersed on two types of sil...

متن کامل

Synthesis and Applicationof New Fluorescein Analogues

In this project, new derivatives of fluorescein were synthesized using the reaction of maleic anhydride and saccharin with phenol derivatives in the presence of ZnCl2, and their structures were elucidated by UV, IR, and NMR spectroscopy. Fluorimetry studies showed that, the synthesized compounds can be utilized as fluorescent agents, and their efficiencies were dependent on pH of solution. Acco...

متن کامل

New bio-based monomers: tuneable polyester properties using branched diols from biomass.

A family of monomers, including 2,5-hexandiol, 2,7-octandiol, 2,5-furandicarboxylic acid (FDCA), terephthalic acid (TA), and branched-chain adipic and pimelic acid derivatives, all find a common derivation in the biomass-derived platform molecule 5-(chloromethyl)furfural (CMF). The diol monomers, previously little known to polymer chemistry, have been combined with FDCA and TA derivatives to pr...

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

عنوان ژورنال:
  • Journal of agricultural and food chemistry

دوره 62 2  شماره 

صفحات  -

تاریخ انتشار 2014