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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Zunyi Med Univ, Coll Pharm, Zunyi 563003, Guizhou, Peoples R ChinaZunyi Med Univ, Coll Pharm, Zunyi 563003, Guizhou, Peoples R China
Ren, Changyue
Chen, Shuiyan
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Zunyi Med Univ, Coll Pharm, Zunyi 563003, Guizhou, Peoples R ChinaZunyi Med Univ, Coll Pharm, Zunyi 563003, Guizhou, Peoples R China
Chen, Shuiyan
Yuan, Zeli
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Zunyi Med Univ, Coll Pharm, Zunyi 563003, Guizhou, Peoples R ChinaZunyi Med Univ, Coll Pharm, Zunyi 563003, Guizhou, Peoples R China
Yuan, Zeli
Fu, Rui
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Changzhou Univ, Sch Petrochem Engn, Changzhou 213164, Jiangsu, Peoples R ChinaZunyi Med Univ, Coll Pharm, Zunyi 563003, Guizhou, Peoples R China
Fu, Rui
Cui, Yanbin
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Chinese Acad Sci, Guangzhou Inst Energy Convers, Guangdong Prov Key Lab New & Renewable Energy Res, CAS Key Lab Renewable Energy, Guangzhou 510640, Guangdong, Peoples R ChinaZunyi Med Univ, Coll Pharm, Zunyi 563003, Guizhou, Peoples R China
Cui, Yanbin
Ma, Zhuang
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Zunyi Med Univ, Coll Pharm, Zunyi 563003, Guizhou, Peoples R ChinaZunyi Med Univ, Coll Pharm, Zunyi 563003, Guizhou, Peoples R China
Ma, Zhuang
Li, Weizuo
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Changzhou Univ, Sch Petrochem Engn, Changzhou 213164, Jiangsu, Peoples R ChinaZunyi Med Univ, Coll Pharm, Zunyi 563003, Guizhou, Peoples R China
Li, Weizuo
Li, Xinmin
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Zunyi Med Univ, Coll Pharm, Zunyi 563003, Guizhou, Peoples R ChinaZunyi Med Univ, Coll Pharm, Zunyi 563003, Guizhou, Peoples R China
机构:
Sun Yat Sen Univ, Inst Drug Synth & Pharmaceut Proc, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R ChinaSun Yat Sen Univ, Inst Drug Synth & Pharmaceut Proc, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R China
Sun, Xiang
Lv, Xiao-Hui
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Sun Yat Sen Univ, Inst Drug Synth & Pharmaceut Proc, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R ChinaSun Yat Sen Univ, Inst Drug Synth & Pharmaceut Proc, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R China
Lv, Xiao-Hui
Ye, Lin-Miao
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Sun Yat Sen Univ, Inst Drug Synth & Pharmaceut Proc, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R ChinaSun Yat Sen Univ, Inst Drug Synth & Pharmaceut Proc, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R China
Ye, Lin-Miao
Hu, Yu
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Sun Yat Sen Univ, Inst Drug Synth & Pharmaceut Proc, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R ChinaSun Yat Sen Univ, Inst Drug Synth & Pharmaceut Proc, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R China
Hu, Yu
Chen, Yan-Yan
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Sun Yat Sen Univ, Inst Drug Synth & Pharmaceut Proc, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R ChinaSun Yat Sen Univ, Inst Drug Synth & Pharmaceut Proc, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R China
Chen, Yan-Yan
Zhang, Xue-Jing
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Sun Yat Sen Univ, Inst Drug Synth & Pharmaceut Proc, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R ChinaSun Yat Sen Univ, Inst Drug Synth & Pharmaceut Proc, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R China
Zhang, Xue-Jing
Yan, Ming
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Sun Yat Sen Univ, Inst Drug Synth & Pharmaceut Proc, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R ChinaSun Yat Sen Univ, Inst Drug Synth & Pharmaceut Proc, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R China