Fluoride protects boronic acids in the copper(I)-mediated click reaction.

نویسندگان

  • Shan Jin
  • Gaurav Choudhary
  • Yunfeng Cheng
  • Chaofeng Dai
  • Minyong Li
  • Binghe Wang
چکیده

Fluoride has been found to protect boronic acids from copper(i)-mediated decomposition; such findings should be very useful for the preparation of boronic acid-based carbohydrate sensors and boronic acid conjugates using the copper(i)-mediated click reaction.

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

Click reactions and boronic acids: applications, issues, and potential solutions.

Boronic acids have been widely used in a wide range of organic reactions, in the preparation of sensors for carbohydrates, and as potential pharmaceutical agents. With the growing importance of click reactions, inevitably they are also applied to the synthesis of compounds containing the boronic acid moiety. However, such applications have unique problems. Chief among them is the issue of coppe...

متن کامل

FULL PAPER Copper(I)‒Phosphinite Complexes in Click Cycloadditions: Three- Component Reactions and Preparation of 5-Iodotriazoles

The remarkable activity displayed by copper(I)phosphinite complexes of general formula [CuBr(L)] in two challenging cycloadditions is reported: a) the one pot azidonation/cycloaddition from boronic acids, NaN3 and terminal alkynes; b) the cycloaddition of azides and iodoalkynes. These airstable catalysts led to very good results in both cases and the expected triazoles could be isolated pure un...

متن کامل

Copper(I)–Phosphinite Complexes in Click Cycloadditions: Three‐Component Reactions and Preparation of 5‐Iodotriazoles

The remarkable activity displayed by copper(I)-phosphinite complexes of general formula [CuBr(L)] in two challenging cycloadditions is reported: a) the one-pot azidonation/cycloaddition of boronic acids, NaN3, and terminal alkynes; b) the cycloaddition of azides and iodoalkynes. These air-stable catalysts led to very good results in both cases and the expected triazoles could be isolated in pur...

متن کامل

Photoredox-mediated Minisci C–H alkylation of N-heteroarenes using boronic acids and hypervalent iodine† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c6sc02653b Click here for additional data file.

A photoredox-mediated Minisci C–H alkylation reaction of N-heteroarenes with alkyl boronic acids is reported. A broad range of primary and secondary alkyl groups can be efficiently incorporated into various N-heteroarenes using [Ru(bpy)3]Cl2 as photocatalyst and acetoxybenziodoxole as oxidant under mild conditions. The reaction exhibits excellent substrate scope and functional group tolerance, ...

متن کامل

The first chemical synthesis of boronic acid-modified DNA through a copper-free click reaction.

The first chemical incorporation of the boronic acid group into DNA using a copper-free click reagent was reported. Compared with the PCR-based method, this approach allows for site-specific incorporation and synthesis on a larger scale.

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:
  • Chemical communications

دوره 35  شماره 

صفحات  -

تاریخ انتشار 2009