A facile catalytic one-pot synthesis of N-acylhydrazones via acceptorless dehydrogenative coupling of readily available alcohols and benzohydrazides (R2CONHNH2) using arene ruthenium (II) complexes has been described. The coupling of alcohols with various benzohydrazides using ruthenium catalysts provide a wide range of N-acylhydrazones in good to excellent yields (63-93%; 32 examples). The present protocol offers high selectivity of hydrazones without any alkylated products and tolerates a range of functional groups. Control experiments indicate that the mechanism proceeds via acceptorless dehydrogenation of alcohols, and hydrogen and water are the sole by-products. The gram scale synthesis illustrates the usefulness of the present strategy.
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Soochow Univ, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R ChinaSoochow Univ, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R China
Zhang, Shi-Qi
Cui, Yao
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Soochow Univ, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R ChinaSoochow Univ, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R China
Cui, Yao
Guo, Bin
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Soochow Univ, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R ChinaSoochow Univ, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R China
Guo, Bin
Young, David J.
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Charles Darwin Univ, Coll Engn Informat Technol & Environm, Darwin, NT 0909, AustraliaSoochow Univ, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R China
Young, David J.
Xu, Ze
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Soochow Univ, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R ChinaSoochow Univ, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R China
Xu, Ze
Li, Hong-Xi
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Soochow Univ, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R ChinaSoochow Univ, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R China