Nitrene equivalent mediated metal-free ring expansions of alkylidenecyclopropanes and an alkylidenecyclobutane.

نویسندگان

  • Yong Liang
  • Lei Jiao
  • Yuanyuan Wang
  • Yuanyuan Chen
  • Linge Ma
  • Jiaxi Xu
  • Shiwei Zhang
  • Zhi-Xiang Yu
چکیده

The ring expansion of small-ring compounds provides a powerful method for the construction of various cyclic compounds. Herein, nitrene equivalent mediated metal-free ring expansions of alkylidenecyclopropanes (ACPs) and an alkylidenecyclobutane (ACB) were described. In this synthesis, a series of aryl-substituted cyclobutylidene and cyclopentylidene hydrazine derivatives were obtained under mild conditions in moderate to good yields. [reaction: see text]

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

Substrate-controlled Rh(II)-catalyzed single-electron-transfer (SET): divergent synthesis of fused indoles.

Rh(II)-catalyzed diversified ring expansions controlled by single-electron-transfer (SET) have been disclosed in this communication, producing a series of indole-fused azetidines and 1H-carbazoles or related derivatives in moderate to good yields via Rh2(III,II) nitrene radical intermediates. The direction of ring expansion branches according to different ring sizes of methylenecycloalkanes.

متن کامل

An atmosphere and light tuned highly diastereoselective synthesis of cyclobuta/penta[b]indoles from aniline-tethered alkylidenecyclopropanes with alkynes.

Metal-free and environmentally friendly synthesis highly controlled by natural sources like visible light and air (or oxygen) is always a pursuit of green chemistry. In this paper, an atmosphere and light tuned highly diastereoselective synthesis of two important polyheterocyclic skeletons: cyclobuta/penta[b]indoles from aniline-tethered alkylidenecyclopropanes with alkynes, has been developed....

متن کامل

Porphyrin Cobalt(III) "Nitrene Radical" Reactivity; Hydrogen Atom Transfer from Ortho-YH Substituents to the Nitrene Moiety of Cobalt-Bound Aryl Nitrene Intermediates (Y = O, NH).

In the field of cobalt(II) porphyrin-catalyzed metallo-radical reactions, organic azides have emerged as successful nitrene transfer reagents. In the pursuit of employing ortho-YH substituted (Y = O, NH) aryl azides in Co(II) porphyrin-catalyzed nitrene transfer reactions, unexpected hydrogen atom transfer (HAT) from the OH or NH₂ group in the ortho-position to the nitrene moiety of the key rad...

متن کامل

Analysis of Grading Ring Design Parameters and Heat Sink Numbers Effect on Voltage Distribution and Leakage Current in Metal Oxide Surge Arrester

Metal oxide surge arresters (ZNO) are used widely in power system to protect equipments from over voltages. Non uniform potential distribution leads to the depressed service life and low safe reliability, so grading ring is applied on HV surge arrester order to uniform the electric field distribution. One of the problems of arresters is leakage current in power frequency that different paramet...

متن کامل

New catalysts for the transition-metal-catalyzed synthesis of aziridines.

Aziridines are especially in demand because of their natural occurrence in diverse biologically active compounds and their manifold transformations in chemical reactions. The ring constraint renders them very reactive substances. In the presence of nucleophiles (N, O, S, C nucleophiles, and halides) they undergo ring-opening, they are used for [3+2] cycloadditions and [3+3] annulations, and the...

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 letters

دوره 8 25  شماره 

صفحات  -

تاریخ انتشار 2006