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Synthesis of 2-Mercaptobenzaldehyde, 2-Mercaptocyclohex- 1-enecarboxaldehydes and 3-Mercaptoacrylaldehydes

Synthesis of 2-Mercaptobenzaldehyde, 2-Mercaptocyclohex- 1-enecarboxaldehydes and 3-Mercaptoacrylaldehydes
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摘要 A novel one-pot approach for the preparation of 2-mercaptobenzaldehyde, 2-mercaptocyclohex-l-enecarboxal- dehydes and 3-mercaptoacrylaldehydes [(Z)-3-mercapto-2-methyl-3-phenylacrylaldehyde, 3-mercapto-3-(o-tolyl)- acrylaldehyde)] starting from ortho-bromobenzaldehyde, 2-chlorocyclohex-l-enecarbaldehydes, (Z)-3-chloro-2- methyl-3-phenylacrylaldehyde and 3-chloro-3-(o-tolyl)acrylaldehyde is reported. The reaction of sulfur with the Grignard reagent of the acetal for the protection of the aldehyde group affords the title compounds through hydroly- sis with dilute hydrochloric acid in high yields. A novel one-pot approach for the preparation of 2-mercaptobenzaldehyde, 2-mercaptocyclohex-l-enecarboxal- dehydes and 3-mercaptoacrylaldehydes [(Z)-3-mercapto-2-methyl-3-phenylacrylaldehyde, 3-mercapto-3-(o-tolyl)- acrylaldehyde)] starting from ortho-bromobenzaldehyde, 2-chlorocyclohex-l-enecarbaldehydes, (Z)-3-chloro-2- methyl-3-phenylacrylaldehyde and 3-chloro-3-(o-tolyl)acrylaldehyde is reported. The reaction of sulfur with the Grignard reagent of the acetal for the protection of the aldehyde group affords the title compounds through hydroly- sis with dilute hydrochloric acid in high yields.
出处 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2012年第10期2495-2500,共6页 中国化学(英文版)
基金 We gratefully acknowledge the support by the Na- tional Natural Science Foundation of China (Nos. 20772072 and 20972087).
关键词 2-mercaptobenzaldehyde 2-mercaptocyclohex-l-enecarboxaldehydes 3-mercaptoacrylaldehydes Grignard reagent sulfur ALDEHYDE 2-mercaptobenzaldehyde, 2-mercaptocyclohex-l-enecarboxaldehydes, 3-mercaptoacrylaldehydes,Grignard reagent, sulfur, aldehyde
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