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Published on: September 8, 2013
Bifunctional Sodium Dithionite Promoted Radical-Polar Crossover Cyclization: Diversified Synthesis of Functionalized
Cheng-Jing Li1, Meng-Yu Liu1, Zhong-Lin Wei1
1Department of Organic Chemistry, College of Chemistry, Jilin University, 2699 Qianjin Street, Changchun 130012, P R China.
Abstract:
A catalyst-free reductive radical-polar crossover cyclization with alkenes and sodium dithionite to construct densely functionalized cyclic sultines was described. The key to the success of this practical protocol relies not only on a bifunctional role of sodium dithionite, that is, serving as radical initiator and SO2 source, but also on the diversified conversions (RPCC/SO2 insertion/SN2 cyclization and RPCC/SO2 insertion/1,4-addition cyclization processes), which enabled efficient construction of target compounds with the high efficiency and atom- and step-economy under mild conditions.
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