Synthesis of the furo[2,3-b]chromene ring system of hyperaspindols A and B

نویسندگان

  • Danielle L Paterson
  • David Barker
چکیده

The synthesis of the unique furo[2,3-b]chromene ring system found in hyperaspidinols A and B, acylphloroglucinols from Hypericum chinense has been achieved in twelve steps. By comparison of the NMR spectra of the synthesized compounds with those of the natural products, a relative stereochemistry is suggested, especially that of the ketal carbon.

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

Synthesis of Furo[2,3-d]pyrimidine-2,4(1H,3H)-diones From Alcohols Using T3P/DMSO

T3P/DMSO is shown to be an effective and mild reagent for the one-pot synthesis of furo[2,3-d]pyrimidine-2,4(1H,3H)-diones from a variety of alcohols. Alcohols are oxidized in situ to aldehydes under mild conditions, which undergo a three-component reaction with N,N'-dimethylbarbituric acid and various isocyanides to afford furo[2,3-d]pyrimidine-2,4(1H,3H)-diones in good yields.

متن کامل

SYNTHESIS OF NOVEL HETEROCYCLIC SYSTEM 4H-IMIDAZO [ 2,l -b] PYRIDO [2,3-el [I, 3,4] THIADIGZIM

Diazotization of 3-amino-2-cMoro pyridine (3) in the presence of dithizone (5) gave dphenyl-2-phenylazo-4H-pyrid[o3 ,2-e] [1,3,4] thiadiazine (6). Reaction of 2- chloro-3-nitropyridine (2, G=H) with (5) dfordd 4-phenyl -2-phenylazo -4Hpyrido [2,3-el [1,3,4] thiadiazine (7). Reduction of the latter with H gas in the presence of Raney nickel gave the corresponding amino derivative (12). One ...

متن کامل

[BMIm]BF4-LiCl: An effective catalytic system for the synthesis of pyrano[3,2-c]chromene and pyrano[4,3-b]pyrone derivatives

An efficient and green method for the synthesis of pyrano[3,2-c]chromene or pyrano[4,3-b]pyrone derivatives is described by using a three-component condensation process of malononitrile, aldehyde, and 4-hydroxycoumarine or 4-hydroxypyrone in [BMIm]BF4-LiCl as an ionic liquid.

متن کامل

[BMIm]BF4-LiCl: An effective catalytic system for the synthesis of pyrano[3,2-c]chromene and pyrano[4,3-b]pyrone derivatives

An efficient and green method for the synthesis of pyrano[3,2-c]chromene or pyrano[4,3-b]pyrone derivatives is described by using a three-component condensation process of malononitrile, aldehyde, and 4-hydroxycoumarine or 4-hydroxypyrone in [BMIm]BF4-LiCl as an ionic liquid.

متن کامل

A Novel Ring Closure to Furo [ 2 , 3 - b ] quinoxaline [ 1 , 2 ]

3-(l-Halo-2-oxo-2-substitutedethyl)-2(lH)quinoxalinones, Furo[2,3-b]quinoxalines An efficient method for the synthesis of furo[2,3-b]quinoxalines has been devised. Thus, 3-halo-2-arylfuro[2,3-b]quinoxalines, 5a-5c were synthesized by the action of conc. H2SO4 on 3-(l-halo-2-oxo-2-arylethyl)-2(lH)quinoxalinones, 3b, 3c and 3f respectively. When 3-(1 -halo-2-oxo-2-substitutedethyl)-2(1H)quinoxali...

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 11  شماره 

صفحات  -

تاریخ انتشار 2015