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Synthesis of Dihydrospiro Furo[2,3-c]pyrazoles Promoted by Hypervalent Iodine in Water
Synlett ( IF 1.7 ) Pub Date : 2018-02-26 , DOI: 10.1055/s-0037-1609321
Krishnaiah Atmakur 1, 2 , Ashok Kale 1, 2 , Nagaraju Medishetti 1 , Chiranjeevi Bingi 1
Affiliation  

A simple, green protocol has been accomplished for the synthesis of dihydrospirofuro[2,3-c]pyrazoles in aqueous medium involving pyrazolone and aldehydes in a one-pot reaction promoted by bis(acetoxy)iodobenzene (BAIB) at ambient temperature. The protocol presented herein describes a new transformation where two molecules of pyrazolone react with an aldehyde in a Knoevenagel condensation followed by a Michael addition, and the resulting dienol was rearranged to the title compound. High compatibility, easy work-up, and excellent yields are the advantages of this protocol.

中文翻译:

水中高价碘促进二氢螺呋喃[2,3-c]吡唑的合成

在环境温度下,通过双(乙酰氧基)碘苯 (BAIB) 促进的一锅反应,在涉及吡唑啉酮和醛的水性介质中合成二氢螺呋喃 [2,3-c] 吡唑的简单、绿色方案已完成。本文提出的方案描述了一种新的转化,其中两个吡唑啉酮分子在 Knoevenagel 缩合中与醛反应,然后进行迈克尔加成,所得二烯醇重新排列为标题化合物。高兼容性、易于处理和出色的产量是该协议的优点。
更新日期:2018-02-26
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