Vicinal bis(trifluoroacetimidoyl chloride)s: novel building blocks for the synthesis of benzo-fused eight-membered rings via [2 + 2 + 2] cycloadditions.

نویسندگان

  • Lisi Zhang
  • Yajun Li
  • Li Zhang
  • Yongming Wu
چکیده

Vicinal bis(trifluoroacetimidoyl chloride)s, a novel kind of fluorinated building block, were obtained from o-phenylenediamines in the presence of TFA, triethylamine, triphenylphosphine and tetrachloromethane. Based on these blocks, a new synthesis involving [2 + 2 + 2] cycloaddition reactions for trifluoromethylated benzo-fused eight-membered rings was disclosed.

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

Ultrasonic-assisted Synthetic Improvement of Fluorinated Five- and Six-membered Triazolotriazine and Triazinophthalazine Heterocycles

In this investigation a simple synthetic method for the synthesis of trifluoromethyl-1H-benzo[e][1,2,4]triazolo[1,2-a][1,2,4]triazine-1,3(2H)-diones and (trifluoromethyl)benzo [5,6][1,2,4]triazino[1,2-b]phthalazine-8,13-diones has been developed using urazole or phthalazine and aceteimidoyl chloride derivatives at room temperature under ultrasound irradiations. In the comparison to the conventi...

متن کامل

2,7-Bis(2,6-diisopropyl­phen­yl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetra­one

In the title compound, C(38)H(38)N(2)O(4), the 16 atoms comprising the four six-membered rings that are fused together are approximately coplanar (maximum r.m.s. deviation = 0.033 Å). The benzene rings at either ends are nearly perpendicular to the mean plane of the fused-ring system; one is aligned at 80.4 (1) ° and the other at 82.2 (1)°.

متن کامل

Trifluoromethanesulfonyloxy-group-directed regioselective (3 + 2) cycloadditions of benzynes for the synthesis of functionalized benzo-fused heterocycles.

Highly regioselective (3 + 2) cycloadditions of (trifluoromethanesulfonyloxy)benzynes [(triflyloxy)benzynes] with 1,3-dipoles followed by cross-coupling reactions provided multisubstituted benzo-fused heterocycles. The triflyloxy group at the 3-position of benzynes, and even that at the remote 4-position, greatly affected the regiocontrol of the cycloaddition. These groups also served to instal...

متن کامل

Rh-catalyzed [7 + 1] cycloaddition of buta-1,3-dienylcyclopropanes and CO for the synthesis of cyclooctadienones.

Discovering new carbon building blocks is very significant to advance transition-metal-catalyzed cycloadditions for the synthesis of various-sized ring compounds. A new seven-carbon building block from buta-1,3-dienylcyclopropanes (BDCPs) has been developed, showing that, under the catalysis of [Rh(CO)(2)Cl](2), BDCPs react with CO to give [7 + 1] cycloaddition products, cyclooctadienones. The ...

متن کامل

Synthesis of Chromone-Related Pyrazole Compounds.

Chromones, six-membered oxygen heterocycles, and pyrazoles, five-membered two-adjacent-nitrogen-containing heterocycles, represent two important classes of biologically active compounds. Certain derivatives of these scaffolds play an important role in medicinal chemistry and have been extensively used as versatile building blocks in organic synthesis. In this context, we will discuss the most r...

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:
  • Organic & biomolecular chemistry

دوره 12 7  شماره 

صفحات  -

تاریخ انتشار 2014