کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
5216311 1503208 2014 12 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Concise synthesis of functionalized benzocyclobutenones
ترجمه فارسی عنوان
سنتز مختصری از بنزو سیوبوبوتنون های فعال شده
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
چکیده انگلیسی

A concise approach to access functionalized benzocyclobutenones from 3-halophenol derivatives is described. This modified synthesis employs a [2+2] cycloaddition between benzynes generated from dehydrohalogenation of aryl halides using LiTMP and acetaldehyde enolate generated from n-BuLi and THF, followed by oxidation of the benzocyclobutenol intermediates to provide benzocyclobutenones. The [2+2] reaction can be run on a 10-g scale with an increased yield. A number of functional groups including alkenes and alkynes are tolerated. Coupling of benzynes with ketene silyl acetals to give 8-substituted benzocyclobutenones is also demonstrated.

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron - Volume 70, Issues 27–28, 8 July 2014, Pages 4135-4146
نویسندگان
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