Halocyclization of o-(alkynyl)styrenes. Synthesis of 3-halo-1H-indenes.

نویسندگان

  • Roberto Sanz
  • Alberto Martínez
  • Patricia García-García
  • Manuel A Fernández-Rodríguez
  • Muhammad A Rashid
  • Félix Rodríguez
چکیده

o-(Alkynyl)styrenes undergo halocarbocyclization processes via a 5-endo-dig ring closure. By this strategy an efficient synthesis of 3-halo-1H-indene derivatives has been developed.

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

Au(I)-Catalyzed Enantioselective Synthesis of Functionalized Indenes

Molecules containing the 1H-indene scaffold show a wide range of biological activities, and possess great interest as functional materials, as well as precursors of metallocene complexes as for catalytic polymerization processes. So, several methodologies have been developed for their synthesis. Despite the unquestionable interest of optically active indenes bearing the C-1 as stereogenic cente...

متن کامل

Gold(I)-catalyzed cycloisomerizations and alkoxycyclizations of ortho-(alkynyl)styrenes.

Indenes and related polycyclic structures have been efficiently synthesized by gold(I)-catalyzed cycloisomerizations of appropriate ortho-(alkynyl)styrenes. Disubstitution at the terminal position of the olefin was demonstrated to be essential to obtain products originating from a formal 5-endo-dig cyclization. Interestingly, a complete switch in the selectivity of the cyclization of o-(alkynyl...

متن کامل

Formal [4 + 1] Cycloadditions of β,β-Diaryl-Substituted ortho-(Alkynyl)styrenes through Gold(I)-Catalyzed Cycloisomerization Reactions.

Gold(I)-catalyzed cycloisomerization of β,β-diaryl-o-(alkynyl)styrenes at 80 °C selectively yields dihydroindeno[2,1-a]indenes in a transformation that encompasses a formal [4 + 1] cycloaddition and takes place through a cascade 5-endo-cyclization-diene activation-iso-Nazarov cyclization. In addition, by performing the reaction at 0 °C, the same substrates exclusively give rise to benzofulvene ...

متن کامل

Formation of new alkynyl(phenyl)iodonium salts and their use in the synthesis of phenylsulfonyl indenes and acetylenes.

The preparation of phenylsulfonyl indene derivatives and phenylsulfonyl- acetylenes from readily available alkynyl(phenyl)iodonium tetrafluoroborates and triflates was investigated using phenylsulfinate as nucleophile.

متن کامل

Ga(III)-catalyzed cycloisomerization strategy for the synthesis of icetexane diterpenoids: total synthesis of (+/-)-salviasperanol.

[reaction: see text] A general approach to the tricyclic core of the icetexane natural products via the cycloisomerization of alkynyl indenes using GaCl(3) is presented. This strategy provides an efficient synthesis of the natural product salviasperanol and sets the stage for access to other members of this family of diterpenoids.

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 46 39  شماره 

صفحات  -

تاریخ انتشار 2010