Cyanuric Chloride as an Efficient Catalyst for the Synthesis of 2,3-Unsaturated O-Glycosides by Ferrier Rearrangement

نویسندگان

  • Xiaojuan Yang
  • Na Li
چکیده

Cyanuric chloride has been found to be an efficient catalyst for the synthesis of 2,3-unsaturated O-glycosides from the reaction of 3,4,6-tri-O-acetyl-D-glucal and a wide range of alcohols in dichloromethane at room temperature. The experimental procedure is simple, and the products are obtained in high yields.

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

An efficient and convenient synthesis of quinazoline derivatives catalyzed by cyanuric chloride in water

In this work, an eco-friendly procedure for the preparation of 2,3-dihydroquinazoline-4(1H)-ones was developed by condensation reaction of benzylic and heterocyclic aldehydes with 2-aminobenzamide in the presence of catalytic amounts of cyanuric chloride (2,4,6-trichloro-1,3,5-triazin) as an available and inexpensive organo-catalyst under aqueous media as a green conditions. The new co...

متن کامل

An efficient and convenient synthesis of quinazoline derivatives catalyzed by cyanuric chloride in water

In this work, an eco-friendly procedure for the preparation of 2,3-dihydroquinazoline-4(1H)-ones was developed by condensation reaction of benzylic and heterocyclic aldehydes with 2-aminobenzamide in the presence of catalytic amounts of cyanuric chloride (2,4,6-trichloro-1,3,5-triazin) as an available and inexpensive organo-catalyst under aqueous media as a green conditions. The new co...

متن کامل

Mild and Highly Efficient Stereoselective Synthesis of 2,3-Unsaturated Glycopyranosides using La(NO3)3 · 6H2O as a Catalyst: Ferrier Rearrangement

A mild and highly efficient stereoselective reaction of 3,4,6-tri-O-acetyl-Dglucal with a variety of nucleophiles, viz. alcohols, phenols, thiols, thiophenols, and allyl trimethyl silane (TMS), in the presence of 5 mol% of lanthanum(III) nitrate hexahydrate under solvent-free conditions yielded the corresponding 2,3-unsaturated glycopyranosides (pseudoglycals) in excellent yields.

متن کامل

Polyvinylpolypyrrolidone supported antimony(III) chloride (PVPP-SbCl3): An efficient catalyst for the synthesis of chromenylphenylpropanones

An efficient synthesis of chromenylphenylpropanone derivatives as warfarine-like analogues was developed by the Michael addition of 4-hydroxycoumarin to α,β-unsaturated compounds in the presence of polyvinylpolypyrrolidone supported antimony(III) chloride (PVPP-SbCl3) as a new polymeric Lewis acid catalyst in chloroform at reflux conditions without formation of 2,4-...

متن کامل

Polyvinylpolypyrrolidone supported antimony(III) chloride (PVPP-SbCl3): An efficient catalyst for the synthesis of chromenylphenylpropanones

An efficient synthesis of chromenylphenylpropanone derivatives as warfarine-like analogues was developed by the Michael addition of 4-hydroxycoumarin to α,β-unsaturated compounds in the presence of polyvinylpolypyrrolidone supported antimony(III) chloride (PVPP-SbCl3) as a new polymeric Lewis acid catalyst in chloroform at reflux conditions without formation of 2,4-...

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:

دوره 2014  شماره 

صفحات  -

تاریخ انتشار 2014