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A facile and mild synthesis of trisubstituted allylic sulfones from Morita-Baylis-Hillman carbonates.

ABSTRACT: An efficient and catalyst-free synthesis of trisubstituted allylic sulfones through an allylic sulfonylation reaction of Morita-Baylis-Hillman (MBH) carbonates with sodium sulfinates has been developed. Under the optimized reaction conditions, a series of trisubstituted allylic sulfones were rapidly prepared in good to excellent yields (71%-99%) with good to high selectivity (Z/E from 79:21 to >99:1). Compared with known synthetic methods, the current protocol features mild reaction temperature, high efficiency and easily available reagents.

SUBMITTER: Jiang L

PROVIDER: S-EPMC6272667 | biostudies-other | 2015 May

REPOSITORIES: biostudies-other

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A facile and mild synthesis of trisubstituted allylic sulfones from Morita-Baylis-Hillman carbonates.

Jiang Lin L Li Yong-Gen YG Zhou Jiang-Feng JF Chuan Yong-Ming YM Li Hong-Li HL Yuan Ming-Long ML

Molecules (Basel, Switzerland) 20150507 5

An efficient and catalyst-free synthesis of trisubstituted allylic sulfones through an allylic sulfonylation reaction of Morita-Baylis-Hillman (MBH) carbonates with sodium sulfinates has been developed. Under the optimized reaction conditions, a series of trisubstituted allylic sulfones were rapidly prepared in good to excellent yields (71%-99%) with good to high selectivity (Z/E from 79:21 to >99:1). Compared with known synthetic methods, the current protocol features mild reaction temperature, ...[more]

PMID: 25961162

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