Reagents for diverse iodosilane-mediated transformations.

نویسندگان

  • Masatoshi Shibuya
  • Masanori Abe
  • Shoji Fujita
  • Yoshihiko Yamamoto
چکیده

It was observed that a PhSiH2I-mediated protocol using PhSiH3 and cat. I2 caused the deiodination of 2-(iodomethyl)-2-phenyltetrahydrofuran. Stemming from the investigation of the mechanism, we found that the PhSiH3-I2 system selectively promotes diverse cascade transformations from cyclic ethers to acyclic alkyl iodides, and the PhSiH3-N-iodosuccinimide (NIS) system also promotes cascade transformations from cyclic ethers to acyclic alcohols.

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

Nickel-mediated decarbonylative cross-coupling of phthalimides with in situ generated diorganozinc reagents.

The nickel-mediated cross-coupling of phthalimides with diorganozinc reagents proceeds via a decarbonylative process to produce ortho-substituted benzamides in high yields. In addition to tolerating diverse phthalimide functionality, including alkyl, aryl, and heteroatom containing substituents, this methodology proceeds smoothly with diorganozinc reagents prepared from aryl bromides and utiliz...

متن کامل

Visible-Light-Mediated Achmatowicz Rearrangement.

Visible-light-mediated photoredox catalysis is a viable method to access highly reactive intermediates from cheap, readily available, and shelf-stable reagents to perform clean chemical transformations. Here, we report the first photoredox-catalyzed Achmatowicz reaction of furfuryl alcohol derivatives to produce functionalized dihydropyranones while only forming easily separable NaHSO4 as a byp...

متن کامل

Molecular iodine-mediated cyclization of tethered heteroatom-containing alkenyl or alkynyl systems.

Molecular iodine has established itself as a readily available and easy-to-handle electrophilic and oxidizing reagent used in various organic transformations. In this review attention is focused on the use of molecular iodine in promoting cyclization (iodocyclization and cyclodehydroiodination) of tethered heteroatom-containing alkenyl or alkynyl systems.

متن کامل

Synthesis of Zeolites via Interzeolite Transformations without Organic Structure-Directing Agents

We report synthetic protocols and guiding principles inspired by mechanistic considerations for the synthesis of crystalline microporous solids via interzeolite transformations that avoid direct intervention by organic structure-directing agents. These protocols are specifically implemented to synthesize highsilica MFI (ZSM-5), CHA (chabazite), STF (SSZ-35), and MTW (ZSM-12) zeolites from FAU (...

متن کامل

Remarkably selective iridium catalysts for the elaboration of aromatic C-H bonds.

Arylboron compounds have intriguing properties and are important building blocks for chemical synthesis. A family of Ir catalysts now enables the direct synthesis of arylboron compounds from aromatic hydrocarbons and boranes under "solventless" conditions. The Ir catalysts are highly selective for C-H activation and do not interfere with subsequent in situ transformations, including Pd-mediated...

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 14 23  شماره 

صفحات  -

تاریخ انتشار 2016