o-Benzenedisulfonimide as a Powerful and Recyclable Organocatalyst for the Nazarov Reaction

o-Benzenedisulfonimide as a Powerful and Recyclable Organocatalyst for the Nazarov Reaction
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DOI:
10.1055/s-0029-1216819
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发表时间:
2009-07-01
影响因子:
2.6
通讯作者:
Venturello, Paolo
Venturello, Paolo
中科院分区:
化学4区
文献类型:
--
作者:
Barbero, Margherita;Cadamuro, Silvano;Venturello, Paolo

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首次用邻苯二磺酰亚胺作为布朗斯台德酸催化剂,诱导二烯酮电环化生成环戊烯酮(Nazarov反应)。该催化剂已在各种有机溶剂中或在无溶剂条件下使用,并且其可从反应混合物中完全回收。所提出的程序的通用性和有效性被证明在广泛的活化和灭活底物。
o-Benzenedisulfonimide has been used for the first time as a Bronsted acid catalyst to induce electrocyclization of dienones into cyclopentenones (Nazarov reaction). The catalyst has been used in various organic solvents or under solvent-free conditions and it is entirely recoverable from the reaction mixture. The versatility and the effectiveness of the proposed procedure is demonstrated on a wide range of both activated and inactivated substrates.