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Synfacts 2014; 10(5): 0548
DOI: 10.1055/s-0033-1341132
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

Mesoporous Niobium Oxide Sphere Catalyzed Transamidation Reaction

Contributor(s):
Yasuhiro Uozumi
,
Yoichi M. A. Yamada
,
Takuma Sato
Ghosh SC, Li CC, Zeng HC, Ngiam JS. Y, Seayad AM, Chen A * Agency for Science, Technology and Research (A*STAR), Singapore and National University of Singapore, Singapore; Central Salt & Marine Chemicals Research Institute, Bhavnagar, India; Hunan University, Changsha, P. R. of China
Mesoporous Niobium Oxide Spheres as an Effective Catalyst for the Transamidation of Primary Amides with Amines.

Adv. Synth. Catal. 2014;
356: 475-484
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Publication History

Publication Date:
17 April 2014 (online)

 
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Key words

niobium oxide - transamidation - amides - amines

Significance

Chen and co-workers report a transamidation reaction of primary amides with primary and secondary amines using mesoporous niobium oxide spheres (MNOS, 400–500 nm dia­meters). The reaction of primary amides 1 with amines 2 (2 equiv) in the presence of MNOS proceeded under solvent-free conditions to give the corresponding amides 3 in up to 98% yield.


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Comment

MNOS (BET surface area: 312 m2g–1) showed a quite different catalytic activity than commercial available Nb2O5 powder (54 m2g–1). Thus, the reaction of benzamide and 1-hexylamine in the presence of MNOS proceeded to give N-hexylbenzamide in 93% yield, whereas the similar reaction conditions employing commercial Nb2O5 (5 mol%) instead of MNOS afforded the product in only 10% yield.


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