Synthesis of Thioacetal via AgOTf-catalyzed Reaction of 2-Alkynylbenzaldehyde with Thiol

Author(s): Ran Wu, Shang Gao, Guanghui Yang, Lingling Pan, Ming Liu, Keyong Hu, Weihui Zhong, Chuanming Yu.

Journal Name: Letters in Organic Chemistry

Volume 12 , Issue 5 , 2015

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Abstract:

An efficient and mild method for thioacetalization of 2-alkynylbenzaldehydes in the presence of a catalytic amount of silver triflate has been described. This reaction proceeded efficiently to generate 2-alkynylbenzaldehydes thioacetals in good to excellent yields at room temperature within short reaction time (no more than 30 min). This transformation was extremely easy to perform without the need of using anhydrous solvent and inert atmosphere. Chemoselective thioacetalization of benzaldehyde in the presence of acetophenone was also demonstrated.

Keywords: 2-Alkynylbenzaldehyde, Silver triflate, Thioacetalization, Thioacetal, Thiol.

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Article Details

VOLUME: 12
ISSUE: 5
Year: 2015
Page: [299 - 305]
Pages: 7
DOI: 10.2174/157017861205150509201034
Price: $65

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