Nano silica-bonded N-propylsulfamic acid as an efficient and environmentally benign catalyst for the synthesis of 1,5-benzodiazepines
A heterogeneous nanosilica-bonded N -propylsulfamic acid catalyst was successfully prepared and characterized by FT-IR, powder XRD, SEM–EDX, TEM, 13 C CP–MAS, and TG analyses. The promoting ability of this nanocomposite was probed through highly efficient synthesis of 1,5-benzodiazepines by a three...
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| Veröffentlicht in: | Monatshefte für Chemie 2017-04, Vol.148 (4), p.717-730 |
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| container_title | Monatshefte für Chemie |
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| creator | Tarannum, Saima Siddiqui, Zeba N. |
| description | A heterogeneous nanosilica-bonded
N
-propylsulfamic acid catalyst was successfully prepared and characterized by FT-IR, powder XRD, SEM–EDX, TEM,
13
C CP–MAS, and TG analyses. The promoting ability of this nanocomposite was probed through highly efficient synthesis of 1,5-benzodiazepines by a three component reaction of
o
-phenylenediamines, 3-acetyl-4-hydroxycoumarin, and different aldehydes. The catalyst was recycled for eight cycles with almost unaltered catalytic activity. The advantages of present protocol are energy efficiency, excellent yield of products in shorter reaction time (5–10 min), and use of non-toxic catalyst/solvent.
Graphical abstract |
| doi_str_mv | 10.1007/s00706-016-1775-x |
| format | Article |
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N
-propylsulfamic acid catalyst was successfully prepared and characterized by FT-IR, powder XRD, SEM–EDX, TEM,
13
C CP–MAS, and TG analyses. The promoting ability of this nanocomposite was probed through highly efficient synthesis of 1,5-benzodiazepines by a three component reaction of
o
-phenylenediamines, 3-acetyl-4-hydroxycoumarin, and different aldehydes. The catalyst was recycled for eight cycles with almost unaltered catalytic activity. The advantages of present protocol are energy efficiency, excellent yield of products in shorter reaction time (5–10 min), and use of non-toxic catalyst/solvent.
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N
-propylsulfamic acid catalyst was successfully prepared and characterized by FT-IR, powder XRD, SEM–EDX, TEM,
13
C CP–MAS, and TG analyses. The promoting ability of this nanocomposite was probed through highly efficient synthesis of 1,5-benzodiazepines by a three component reaction of
o
-phenylenediamines, 3-acetyl-4-hydroxycoumarin, and different aldehydes. The catalyst was recycled for eight cycles with almost unaltered catalytic activity. The advantages of present protocol are energy efficiency, excellent yield of products in shorter reaction time (5–10 min), and use of non-toxic catalyst/solvent.
Graphical abstract</description><subject>Aldehydes</subject><subject>Analytical Chemistry</subject><subject>Benzodiazepines</subject><subject>Catalysts</subject><subject>Catalytic activity</subject><subject>Chemical synthesis</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Chemistry/Food Science</subject><subject>Inorganic Chemistry</subject><subject>Nanocomposites</subject><subject>Organic Chemistry</subject><subject>Original Paper</subject><subject>Physical Chemistry</subject><subject>Theoretical and Computational Chemistry</subject><issn>0026-9247</issn><issn>1434-4475</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><recordid>eNp1ULtOBDEMjBBIHI8PoItES8DZyz6uRIiXhKCBOvImDgTtJUeyh1h6_pugo6ChsT3yzFgexo4knEqA9iyXAo0A2QjZtrX42GIzqeZKKNXW22wGUDViUal2l-3l_AoFK5jP2Nc9hsizH7xB0cdgyfJ7sUpxNQ15PThcesPReMsxcwycnPPGUxgLsJzCu08xLAvGYZh4T8E_B26wwCmP3MXExxfieQqlZZ95dFye1KIQP6P1-EkrHygfsB2HQ6bD377Pnq4uHy9uxN3D9e3F-Z0wSi5G0dp5vahN46TtkBxY1WPTdLaqaywLB0hVC4YUVVCh6sugAFCRJOzJdfN9drzxLQ--rSmP-jWuUygntew6aOsiXxSW3LBMijkncnqV_BLTpCXon7T1Jm1d0tY_aeuPoqk2mly44ZnSH-d_Rd_IboXH</recordid><startdate>20170401</startdate><enddate>20170401</enddate><creator>Tarannum, Saima</creator><creator>Siddiqui, Zeba N.</creator><general>Springer Vienna</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20170401</creationdate><title>Nano silica-bonded N-propylsulfamic acid as an efficient and environmentally benign catalyst for the synthesis of 1,5-benzodiazepines</title><author>Tarannum, Saima ; Siddiqui, Zeba N.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c419t-7d3595c6f1d8aef0d4ba668d255a595f0ae270ce4e202a4be4e400a4e1eabef83</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><topic>Aldehydes</topic><topic>Analytical Chemistry</topic><topic>Benzodiazepines</topic><topic>Catalysts</topic><topic>Catalytic activity</topic><topic>Chemical synthesis</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Chemistry/Food Science</topic><topic>Inorganic Chemistry</topic><topic>Nanocomposites</topic><topic>Organic Chemistry</topic><topic>Original Paper</topic><topic>Physical Chemistry</topic><topic>Theoretical and Computational Chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Tarannum, Saima</creatorcontrib><creatorcontrib>Siddiqui, Zeba N.</creatorcontrib><collection>CrossRef</collection><jtitle>Monatshefte für Chemie</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Tarannum, Saima</au><au>Siddiqui, Zeba N.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Nano silica-bonded N-propylsulfamic acid as an efficient and environmentally benign catalyst for the synthesis of 1,5-benzodiazepines</atitle><jtitle>Monatshefte für Chemie</jtitle><stitle>Monatsh Chem</stitle><date>2017-04-01</date><risdate>2017</risdate><volume>148</volume><issue>4</issue><spage>717</spage><epage>730</epage><pages>717-730</pages><issn>0026-9247</issn><eissn>1434-4475</eissn><abstract>A heterogeneous nanosilica-bonded
N
-propylsulfamic acid catalyst was successfully prepared and characterized by FT-IR, powder XRD, SEM–EDX, TEM,
13
C CP–MAS, and TG analyses. The promoting ability of this nanocomposite was probed through highly efficient synthesis of 1,5-benzodiazepines by a three component reaction of
o
-phenylenediamines, 3-acetyl-4-hydroxycoumarin, and different aldehydes. The catalyst was recycled for eight cycles with almost unaltered catalytic activity. The advantages of present protocol are energy efficiency, excellent yield of products in shorter reaction time (5–10 min), and use of non-toxic catalyst/solvent.
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| ispartof | Monatshefte für Chemie, 2017-04, Vol.148 (4), p.717-730 |
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| language | eng |
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| source | Springer Nature - Complete Springer Journals |
| subjects | Aldehydes Analytical Chemistry Benzodiazepines Catalysts Catalytic activity Chemical synthesis Chemistry Chemistry and Materials Science Chemistry/Food Science Inorganic Chemistry Nanocomposites Organic Chemistry Original Paper Physical Chemistry Theoretical and Computational Chemistry |
| title | Nano silica-bonded N-propylsulfamic acid as an efficient and environmentally benign catalyst for the synthesis of 1,5-benzodiazepines |
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