A convenient and versatile method for the synthesis of protected guanidines

Zhao-Xia Guo; Andrew N. Cammidge; David C. Horwell

doi:10.1080/00397910008087443

A convenient and versatile method for the synthesis of protected guanidines

Zhao-Xia Guo
, Andrew N. Cammidge
, David C. Horwell

Synthetic and Medicinal Chemistry

Research output: Contribution to journal › Article › peer-review

38 Citations (Scopus)

Abstract

Aromatic, aliphatic and sterically hindered amines react smoothly with commercially available N,N'-bis-BOC-S-methylisothiourea 2 in the presence of mercury chloride to give the protected guanidine in good yield. It is particularly noteworthy that 2 can also be employed in a straightforward, two-step synthesis of monoaryl internal guanidines.

Original language	English
Pages (from-to)	2933-2943
Number of pages	11
Journal	Synthetic Communications
Volume	30
Issue number	16
DOIs	https://doi.org/10.1080/00397910008087443
Publication status	Published - 2000

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10.1080/00397910008087443

Cite this

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title = "A convenient and versatile method for the synthesis of protected guanidines",

abstract = "Aromatic, aliphatic and sterically hindered amines react smoothly with commercially available N,N'-bis-BOC-S-methylisothiourea 2 in the presence of mercury chloride to give the protected guanidine in good yield. It is particularly noteworthy that 2 can also be employed in a straightforward, two-step synthesis of monoaryl internal guanidines.",

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AU - Horwell, David C.

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AB - Aromatic, aliphatic and sterically hindered amines react smoothly with commercially available N,N'-bis-BOC-S-methylisothiourea 2 in the presence of mercury chloride to give the protected guanidine in good yield. It is particularly noteworthy that 2 can also be employed in a straightforward, two-step synthesis of monoaryl internal guanidines.

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DO - 10.1080/00397910008087443

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