A novel photoinduced ring opening and isomerization of adamantane-2-spiro isoxazolines using Mo(CO)6

نویسندگان

  • Annamalai Senthilvelan
  • Gene-Hsiang Lee
  • Wen-Sheng Chung
چکیده

The Mo(CO)6-mediated photoinduced ring-opening reactions of adamantane isoxazolines involve novel rearrangement that provide enaminoketones as major products and b-hydroxy ketones as minor ones; in contrast, only b-hydroxy ketones and a,b-unsaturated ketones were obtained under thermal condition. 2006 Elsevier Ltd. All rights reserved. Table 1. Synthesis of substituted adamantane-isoxazolines 1a–d

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

Reductive Ring Opening of 3,5-Bis(2-arylethenyl)isoxazoles with Molybdenum Hexacarbonyl: A Novel Route to Symmetrical and Unsymmetrical Curcumin Derivatives

Curcumin derivatives were successfully synthesized from 3,5-dimethylisoxazole by lateral metalation and condensation with various aromatic aldehydes sequentially at C5and C3-methyl groups. After dehydration, further transformation of isoxazole ring to b-diketone moiety was accomplished by reductive ring opening using molybdenum hexacarbonyl [Mo(CO)6] and subsequent simple acidic hydrolysis. key...

متن کامل

β-Cyclodextrin conjugated imidazolium cation: A neutral, eco-friendly and water-miscible dicationic ionic liquid in the regioselective ring opening of epoxides

The present study, for the first time, presents a feasible protocol for the preparation of β-cyclodextrin/ imidazolium based dicationic ionic liquid, [βCD/Im](OTs)2, and its application as an efficient and eco-friendly microvessel and host ionic liquid system for the regioselective ring opening of the epoxides in water. No evidence for the formation of diol by-products or side reacti...

متن کامل

A novel synthesis of diastereomerically pure spiro- oxindolopyrrolizidines and oxindolopyrrolidines via cycloaddition reactions of azomethine ylides

An efficient one-pot three-component procedure for the synthesis of new chiral spiro oxindolopyrrolidines/pyrrolizidines with highly regio- and diastereo-enantio, selective from 1,3-dipolar cycloaddition of azomethine ylides and chiral menthol-drived trans-cinnamic are described. The mechanism of the reaction is discussed on basis of the assignment of the absolute configuration of one of the cy...

متن کامل

β-Cyclodextrin conjugated imidazolium cation: A neutral, eco-friendly and water-miscible dicationic ionic liquid in the regioselective ring opening of epoxides

The present study, for the first time, presents a feasible protocol for the preparation of β-cyclodextrin/ imidazolium based dicationic ionic liquid, [βCD/Im](OTs)2, and its application as an efficient and eco-friendly microvessel and host ionic liquid system for the regioselective ring opening of the epoxides in water. No evidence for the formation of diol by-products or side reacti...

متن کامل

Photoinduced ring-opening of a photochromic dihydroindolizine derivative monitored with femtosecond visible and infrared spectroscopy.

We present results of a femtosecond spectroscopy study of the ring-opening dynamics of the photochromic compound trimethyl-1'H-spiro[fluorene-9,1'-pyrrolo[1,2-b]pyridazines]-2',3',6'-tricarboxylate (also known as dihydroindolizine and abbreviated as DHI) in solvents of different polarities. We follow the ring-opening dynamics of photoexcited DHI by probing the transient response in the visible ...

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:

دوره   شماره 

صفحات  -

تاریخ انتشار 2006