Continuous Flow Electrochemical Oxidative Cyclization and Successive Functionalization of 2-Pyrrolidinones

نویسندگان

چکیده

2-Pyrrolidinones are important scaffolds found in numerous pharmacologically active compounds, such as brivaracetam and levetiracetam (antiepileptic drugs) or piracetam pramiracetam (age-related memory impairment drugs). Among the targets, nootropic agents represent an attractive class of compounds since they selectively improve cognitive functions. In this study, we report successful translation electrochemical batch oxidative cyclization/functionalization 2-pyrrolidinones, using Kolbe reaction, from a type cell to continuous flow reactor. Combining organic electrosynthesis with chemistry offers advantages over electrolysis faster reaction time better mixing heterogeneous reaction. Moreover, due use cells, which have precise geometry, small interelectrode gap, large electrode surface area reactor volume ratio, productivity can be easily improved. Additionally, transformation is critical step development process given that most straightforward approach for scale-up reactions. application electrochemistry our allowed excellent 0.40 g/(h·mL) up 81% yield 2-pyrrolidinone within loop-reactor setup (equipped 5 mL container).

برای دانلود باید عضویت طلایی داشته باشید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

An Easy‐to‐Machine Electrochemical Flow Microreactor: Efficient Synthesis of Isoindolinone and Flow Functionalization

Flow electrochemistry is an efficient methodology to generate radical intermediates. An electrochemical flow microreactor has been designed and manufactured to improve the efficiency of electrochemical flow reactions. With this device only little or no supporting electrolytes are needed, making processes less costly and enabling easier purification. This is demonstrated by the facile synthesis ...

متن کامل

existence and approximate $l^{p}$ and continuous solution of nonlinear integral equations of the hammerstein and volterra types

بسیاری از پدیده ها در جهان ما اساساً غیرخطی هستند، و توسط معادلات غیرخطی ‎‏بیان شد‎‎‏ه اند. از آنجا که ظهور کامپیوترهای رقمی با عملکرد بالا، حل مسایل خطی را آسان تر می کند. با این حال، به طور کلی به دست آوردن جوابهای دقیق از مسایل غیرخطی دشوار است. روش عددی، به طور کلی محاسبه پیچیده مسایل غیرخطی را اداره می کند. با این حال، دادن نقاط به یک منحنی و به دست آوردن منحنی کامل که اغلب پرهزینه و ...

15 صفحه اول

Synthesis of new optically active 2-pyrrolidinones.

A new class of optically active 2-pyrrolidinones was synthesized, starting from S-pyroglutamic acid, a well known natural chiral synthon. The synthetic design followed led to the insertion of various substituents at positions 1 and 5 of the 2-pyrrolidinone ring, including the imidazole moiety. Some of them possess two or three stereogenic centers, the configuration of which was retained under t...

متن کامل

Investigation of the Removal of 2-Nitrophenol Using Continuous Flow MSBR Reactor and Estimated Expiration

In  this  research,  biological  removal  of  phenol  and  orthonitrophenol  (2NP)  pollutants  from wastewater  by  continuous  moving  bed  sequencing  batch  reactor  (MSBR)  was  studied.  The experiments were conducted in various operational conditions to find out the optimum level of the significant  parameters.  Best  performance  for  removal  of  Phenols  was  achieved  when  parameter...

متن کامل

Electrochemical meso-functionalization of magnesium(II) porphine.

Regioselective meso-functionalization of the totally unsubstituted magnesium(II) porphine was performed by controlled potential electrolysis with pyridine and triphenylphosphine as nucleophiles leading to the original pyridinium and phosphonium substituted derivatives, respectively. The crystallographic structure of the latter is described as the only meso-phosphonium porphyrin reported to date.

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

ژورنال

عنوان ژورنال: Organic Process Research & Development

سال: 2021

ISSN: ['1083-6160', '1520-586X']

DOI: https://doi.org/10.1021/acs.oprd.1c00188