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Citation: CAO Sheng-Li, FENG Yu-Ping, WAN Rong. Phase transfer Catalytic N-Alkylation of N-Boc-aminothiophenes[J]. Chinese Journal of Applied Chemistry, ;2005, 22(1): 71-74. shu

Phase transfer Catalytic N-Alkylation of N-Boc-aminothiophenes

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a Department of Chemistry, Capital Normal University, Beijing 100037;
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b Key Laboratory of Bioorganic Phosphorus Chemistry and Chemical Biology, Ministry of Education, Department of Chemistry, Tsinghua University, Beijing

Corresponding author: CAO Sheng-Li,
Received Date: 20 February 2004
Available Online: 30 September 2004
Fund Project: 北京市自然科学基金(7002006,7042006) (7002006,7042006)教育部科学技术研究重点项目(2002KJ091) (2002KJ091)

In the presence of phase-transfer catalyst tetrabutylammouium bromide and with the mixture of NaOH(or KOH) and K₂CO₃ powder as base, ethyl acetate as solvent, 2-[N-(tert-butoxycarbonyl)amino] thiophene, 2-[N-(tert-butoxycarbonyl)amino-5-methylthiophene and diethyl N-[5-[N-(tert-butoxycar-bonyl)amino]-2-thenoyl]-L-glutamate were conveniently N-alkylated with different alkyl halides in yields of 70%~97%. The structures of the products were confirmed by IR，ESI-MS，¹H NMR and elemental analysis. The method has the advantages of mild reaction condition, short reaction time and high yield.
- N-Boc-amino,
- thiophene,
- N-alkylation,
- phase-transfer catalysis
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