Acceptorless dehydrogenative coupling with Ru-based catalysts for the synthesis of N-heteroaromatic compounds
Ru-Catalyzed acceptorless dehydrogenative coupling (ADC) and auto-transfer-hydrogenative (ATH) reactions are effective, versatile transformations for the constructions of N-heteroaromatic compounds from alcohols. Water and hydrogen are the by-products and the starting alcohols are less toxic, more r...
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| Veröffentlicht in: | Dalton transactions : an international journal of inorganic chemistry 2020-11, Vol.49 (44), p.15527-15547 |
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| container_issue | 44 |
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| container_title | Dalton transactions : an international journal of inorganic chemistry |
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| creator | Zhang, Jing Guo, Bin Young, David James Li, Hong-Xi |
| description | Ru-Catalyzed acceptorless dehydrogenative coupling (ADC) and auto-transfer-hydrogenative (ATH) reactions are effective, versatile transformations for the constructions of N-heteroaromatic compounds from alcohols. Water and hydrogen are the by-products and the starting alcohols are less toxic, more readily available and more easily handled than their halogenated counterparts. A variety of homogeneous ruthenium catalysts, alcohols and partner-substrates such as amines, ammonia, amidines and nitriles, have been used to build N-heteroaromatic compounds in one-pot, multi-step syntheses. This review details recently reported Ru catalysts employed for these reactions, describing the scope of each methodology, proposed reaction mechanisms, regioselectivity of coupling and applications in synthesis. |
| doi_str_mv | 10.1039/d0dt03282d |
| format | Article |
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This review details recently reported Ru catalysts employed for these reactions, describing the scope of each methodology, proposed reaction mechanisms, regioselectivity of coupling and applications in synthesis.</description><subject>Alcohol</subject><subject>Alcohols</subject><subject>Amines</subject><subject>Ammonia</subject><subject>Catalysts</subject><subject>Chemical reactions</subject><subject>Chemical synthesis</subject><subject>Chemistry</subject><subject>Chemistry, Inorganic & Nuclear</subject><subject>Coupling (molecular)</subject><subject>Dehydrogenation</subject><subject>Heterocyclic compounds</subject><subject>Hydrogen storage</subject><subject>Nitriles</subject><subject>Physical Sciences</subject><subject>Reaction mechanisms</subject><subject>Regioselectivity</subject><subject>Ruthenium</subject><subject>Science & Technology</subject><subject>Substrates</subject><issn>1477-9226</issn><issn>1477-9234</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><sourceid>AOWDO</sourceid><recordid>eNqNkE1L9DAUhYMofm_8BQF3SvXmo22ylJnXDxAF0XVJk1unMtPUJH1l_r3REdeu7lk851zOIeSEwQUDoS8duASCK-62yD6TdV1oLuT2r-bVHjmI8Q2Acyj5LtkTgkFdSrZPVlfW4ph8WGKM1OFi7YJ_xcGk_j9S66dx2Q-v9KNPC_o0Fa2J6Kg1ySzXMUXa-UDTAmlcD_nEPlLf0YdigQmDN8Gvco7NMavRT4OLR2SnM8uIxz_3kLxc_3ue3Rb3jzd3s6v7wnLNU4F1q5jCqtSsq1tRK2il1ZZLhqWRNbfCKV22XGlTSqHQSVYJ7py2zirUUhyS003uGPz7hDE1b34KQ37ZcFnl0UCoL-psQ9ngYwzYNWPoVyasGwbN17LNHObP38vOM6w28Ae2vou2x8HirwEASg1MVGVWwGZ9ysX9MMutU7ae_90qPgERzovt</recordid><startdate>20201128</startdate><enddate>20201128</enddate><creator>Zhang, Jing</creator><creator>Guo, Bin</creator><creator>Young, David James</creator><creator>Li, Hong-Xi</creator><general>Royal Soc Chemistry</general><general>Royal Society of Chemistry</general><scope>AOWDO</scope><scope>BLEPL</scope><scope>DTL</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope><orcidid>https://orcid.org/0000-0002-6079-5904</orcidid><orcidid>https://orcid.org/0000-0001-8299-3533</orcidid><orcidid>https://orcid.org/0000-0003-2080-5087</orcidid></search><sort><creationdate>20201128</creationdate><title>Acceptorless dehydrogenative coupling with Ru-based catalysts for the synthesis of N-heteroaromatic compounds</title><author>Zhang, Jing ; Guo, Bin ; Young, David James ; Li, Hong-Xi</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c292t-e7b818e6591f7b3780b4c9c241e5a472c3d895b289a5438ed41632dd9cdc8e943</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Alcohol</topic><topic>Alcohols</topic><topic>Amines</topic><topic>Ammonia</topic><topic>Catalysts</topic><topic>Chemical reactions</topic><topic>Chemical synthesis</topic><topic>Chemistry</topic><topic>Chemistry, Inorganic & Nuclear</topic><topic>Coupling (molecular)</topic><topic>Dehydrogenation</topic><topic>Heterocyclic compounds</topic><topic>Hydrogen storage</topic><topic>Nitriles</topic><topic>Physical Sciences</topic><topic>Reaction mechanisms</topic><topic>Regioselectivity</topic><topic>Ruthenium</topic><topic>Science & Technology</topic><topic>Substrates</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Zhang, Jing</creatorcontrib><creatorcontrib>Guo, Bin</creatorcontrib><creatorcontrib>Young, David James</creatorcontrib><creatorcontrib>Li, Hong-Xi</creatorcontrib><collection>Web of Science - Science Citation Index Expanded - 2020</collection><collection>Web of Science Core Collection</collection><collection>Science Citation Index Expanded</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Dalton transactions : an international journal of inorganic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Zhang, Jing</au><au>Guo, Bin</au><au>Young, David James</au><au>Li, Hong-Xi</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Acceptorless dehydrogenative coupling with Ru-based catalysts for the synthesis of N-heteroaromatic compounds</atitle><jtitle>Dalton transactions : an international journal of inorganic chemistry</jtitle><stitle>DALTON T</stitle><date>2020-11-28</date><risdate>2020</risdate><volume>49</volume><issue>44</issue><spage>15527</spage><epage>15547</epage><pages>15527-15547</pages><issn>1477-9226</issn><eissn>1477-9234</eissn><abstract>Ru-Catalyzed acceptorless dehydrogenative coupling (ADC) and auto-transfer-hydrogenative (ATH) reactions are effective, versatile transformations for the constructions of N-heteroaromatic compounds from alcohols. 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| subjects | Alcohol Alcohols Amines Ammonia Catalysts Chemical reactions Chemical synthesis Chemistry Chemistry, Inorganic & Nuclear Coupling (molecular) Dehydrogenation Heterocyclic compounds Hydrogen storage Nitriles Physical Sciences Reaction mechanisms Regioselectivity Ruthenium Science & Technology Substrates |
| title | Acceptorless dehydrogenative coupling with Ru-based catalysts for the synthesis of N-heteroaromatic compounds |
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