Sequential Two‐Fold Claisen Rearrangement, One‐Pot Ring‐Closing Metathesis and Cross‐Metathesis as a Route to Substituted Benzo[b]azepine‐2‐one, Benzo[b]azepine and Benzo[b]oxepine Derivatives

A synthetic protocol involving sequential use of three atom‐economic processes viz. Claisen rearrangement, ring‐closing metathesis and cross metathesis has been developed to access 7‐substituted benzo[b]azepine and benzo[b]oxepine derivatives starting from appropriate aniline or phenol in good overa...

Ausführliche Beschreibung

Gespeichert in:

Bibliographische Detailangaben
Veröffentlicht in:	Helvetica chimica acta 2021-03, Vol.104 (3), p.n/a
Hauptverfasser:	Mandal, Shyamasankar, Banerjee, Jeet, Maity, Sougata, Chattopadhyay, Shital K.
Format:	Artikel
Sprache:	eng
Schlagworte:	catalysis Claisen rearrangement heterocycles metathesis ruthenium
Online-Zugang:	Volltext
Tags:	Tag hinzufügen Keine Tags, Fügen Sie den ersten Tag hinzu!

container_end_page	n/a
container_issue	3
container_start_page
container_title	Helvetica chimica acta
container_volume	104
creator	Mandal, Shyamasankar Banerjee, Jeet Maity, Sougata Chattopadhyay, Shital K.
description	A synthetic protocol involving sequential use of three atom‐economic processes viz. Claisen rearrangement, ring‐closing metathesis and cross metathesis has been developed to access 7‐substituted benzo[b]azepine and benzo[b]oxepine derivatives starting from appropriate aniline or phenol in good overall yield. A one‐pot RCM‐CM protocol has also been developed for the synthesis of benzazepine and benzoxepine derivatives.
doi_str_mv	10.1002/hlca.202000216
format	Article
fullrecord	<record><control><sourceid>wiley_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1002_hlca_202000216</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>HLCA202000216</sourcerecordid><originalsourceid>FETCH-LOGICAL-c2896-73458693af8f4b4ca3bbfd11130c7f7d6911b522077537b58a750cd7f3afeda3</originalsourceid><addsrcrecordid>eNqFUd1OwjAUbowmInrrdR-AYbuxdbvEKWKCwQAXJsYs3XYGNaPFtYBw5SP4YD6FT2IB_-KNSZue853vO805H0KnlDQpIe7ZpMx40yUusQkN9lCN-q7ruAHz91GNEBo6hEZ3h-hI60fLiSLCauhtCE9zkEbwEo-W6v3ltaPKHMclFxokHgCvKi7HMLWcBu5LsIxbZfBAyLEN41JpG-EbMNxMQAuNubTySmlty79he_BAzQ1go_BwnmojjM1yfA5yre7TB76Gmdh-4NqrJDT-lra9vzD1vMMuoBILbsQC9DE6KHip4eTzraNR53IUd51e_-o6bveczA2jwGFeyw-DyONFWLTSVsa9NC1ySqlHMlawPIgoTe3uCGO-x1I_5MwnWc4Kq4Cce3XU3LXNNmNWUCSzSkx5tUooSTZWJBsrkm8rrCDaCZaihNU_7KTbi9s_2g8Ds5ih</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Sequential Two‐Fold Claisen Rearrangement, One‐Pot Ring‐Closing Metathesis and Cross‐Metathesis as a Route to Substituted Benzo[b]azepine‐2‐one, Benzo[b]azepine and Benzo[b]oxepine Derivatives</title><source>Wiley Online Library Journals Frontfile Complete</source><creator>Mandal, Shyamasankar ; Banerjee, Jeet ; Maity, Sougata ; Chattopadhyay, Shital K.</creator><creatorcontrib>Mandal, Shyamasankar ; Banerjee, Jeet ; Maity, Sougata ; Chattopadhyay, Shital K.</creatorcontrib><description>A synthetic protocol involving sequential use of three atom‐economic processes viz. Claisen rearrangement, ring‐closing metathesis and cross metathesis has been developed to access 7‐substituted benzo[b]azepine and benzo[b]oxepine derivatives starting from appropriate aniline or phenol in good overall yield. A one‐pot RCM‐CM protocol has also been developed for the synthesis of benzazepine and benzoxepine derivatives.</description><identifier>ISSN: 0018-019X</identifier><identifier>EISSN: 1522-2675</identifier><identifier>DOI: 10.1002/hlca.202000216</identifier><language>eng</language><subject>catalysis ; Claisen rearrangement ; heterocycles ; metathesis ; ruthenium</subject><ispartof>Helvetica chimica acta, 2021-03, Vol.104 (3), p.n/a</ispartof><rights>2020 Wiley‐VHCA AG, Zurich, Switzerland</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c2896-73458693af8f4b4ca3bbfd11130c7f7d6911b522077537b58a750cd7f3afeda3</citedby><cites>FETCH-LOGICAL-c2896-73458693af8f4b4ca3bbfd11130c7f7d6911b522077537b58a750cd7f3afeda3</cites><orcidid>0000-0001-5972-6891</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fhlca.202000216$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fhlca.202000216$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27903,27904,45553,45554</link.rule.ids></links><search><creatorcontrib>Mandal, Shyamasankar</creatorcontrib><creatorcontrib>Banerjee, Jeet</creatorcontrib><creatorcontrib>Maity, Sougata</creatorcontrib><creatorcontrib>Chattopadhyay, Shital K.</creatorcontrib><title>Sequential Two‐Fold Claisen Rearrangement, One‐Pot Ring‐Closing Metathesis and Cross‐Metathesis as a Route to Substituted Benzo[b]azepine‐2‐one, Benzo[b]azepine and Benzo[b]oxepine Derivatives</title><title>Helvetica chimica acta</title><description>A synthetic protocol involving sequential use of three atom‐economic processes viz. Claisen rearrangement, ring‐closing metathesis and cross metathesis has been developed to access 7‐substituted benzo[b]azepine and benzo[b]oxepine derivatives starting from appropriate aniline or phenol in good overall yield. A one‐pot RCM‐CM protocol has also been developed for the synthesis of benzazepine and benzoxepine derivatives.</description><subject>catalysis</subject><subject>Claisen rearrangement</subject><subject>heterocycles</subject><subject>metathesis</subject><subject>ruthenium</subject><issn>0018-019X</issn><issn>1522-2675</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNqFUd1OwjAUbowmInrrdR-AYbuxdbvEKWKCwQAXJsYs3XYGNaPFtYBw5SP4YD6FT2IB_-KNSZue853vO805H0KnlDQpIe7ZpMx40yUusQkN9lCN-q7ruAHz91GNEBo6hEZ3h-hI60fLiSLCauhtCE9zkEbwEo-W6v3ltaPKHMclFxokHgCvKi7HMLWcBu5LsIxbZfBAyLEN41JpG-EbMNxMQAuNubTySmlty79he_BAzQ1go_BwnmojjM1yfA5yre7TB76Gmdh-4NqrJDT-lra9vzD1vMMuoBILbsQC9DE6KHip4eTzraNR53IUd51e_-o6bveczA2jwGFeyw-DyONFWLTSVsa9NC1ySqlHMlawPIgoTe3uCGO-x1I_5MwnWc4Kq4Cce3XU3LXNNmNWUCSzSkx5tUooSTZWJBsrkm8rrCDaCZaihNU_7KTbi9s_2g8Ds5ih</recordid><startdate>202103</startdate><enddate>202103</enddate><creator>Mandal, Shyamasankar</creator><creator>Banerjee, Jeet</creator><creator>Maity, Sougata</creator><creator>Chattopadhyay, Shital K.</creator><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0001-5972-6891</orcidid></search><sort><creationdate>202103</creationdate><title>Sequential Two‐Fold Claisen Rearrangement, One‐Pot Ring‐Closing Metathesis and Cross‐Metathesis as a Route to Substituted Benzo[b]azepine‐2‐one, Benzo[b]azepine and Benzo[b]oxepine Derivatives</title><author>Mandal, Shyamasankar ; Banerjee, Jeet ; Maity, Sougata ; Chattopadhyay, Shital K.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2896-73458693af8f4b4ca3bbfd11130c7f7d6911b522077537b58a750cd7f3afeda3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>catalysis</topic><topic>Claisen rearrangement</topic><topic>heterocycles</topic><topic>metathesis</topic><topic>ruthenium</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Mandal, Shyamasankar</creatorcontrib><creatorcontrib>Banerjee, Jeet</creatorcontrib><creatorcontrib>Maity, Sougata</creatorcontrib><creatorcontrib>Chattopadhyay, Shital K.</creatorcontrib><collection>CrossRef</collection><jtitle>Helvetica chimica acta</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Mandal, Shyamasankar</au><au>Banerjee, Jeet</au><au>Maity, Sougata</au><au>Chattopadhyay, Shital K.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Sequential Two‐Fold Claisen Rearrangement, One‐Pot Ring‐Closing Metathesis and Cross‐Metathesis as a Route to Substituted Benzo[b]azepine‐2‐one, Benzo[b]azepine and Benzo[b]oxepine Derivatives</atitle><jtitle>Helvetica chimica acta</jtitle><date>2021-03</date><risdate>2021</risdate><volume>104</volume><issue>3</issue><epage>n/a</epage><issn>0018-019X</issn><eissn>1522-2675</eissn><abstract>A synthetic protocol involving sequential use of three atom‐economic processes viz. Claisen rearrangement, ring‐closing metathesis and cross metathesis has been developed to access 7‐substituted benzo[b]azepine and benzo[b]oxepine derivatives starting from appropriate aniline or phenol in good overall yield. A one‐pot RCM‐CM protocol has also been developed for the synthesis of benzazepine and benzoxepine derivatives.</abstract><doi>10.1002/hlca.202000216</doi><tpages>13</tpages><orcidid>https://orcid.org/0000-0001-5972-6891</orcidid></addata></record>
fulltext	fulltext
identifier	ISSN: 0018-019X
ispartof	Helvetica chimica acta, 2021-03, Vol.104 (3), p.n/a
issn	0018-019X 1522-2675
language	eng
recordid	cdi_crossref_primary_10_1002_hlca_202000216
source	Wiley Online Library Journals Frontfile Complete
subjects	catalysis Claisen rearrangement heterocycles metathesis ruthenium
title	Sequential Two‐Fold Claisen Rearrangement, One‐Pot Ring‐Closing Metathesis and Cross‐Metathesis as a Route to Substituted Benzo[b]azepine‐2‐one, Benzo[b]azepine and Benzo[b]oxepine Derivatives
url	https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-22T05%3A07%3A20IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-wiley_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Sequential%20Two%E2%80%90Fold%20Claisen%20Rearrangement,%20One%E2%80%90Pot%20Ring%E2%80%90Closing%20Metathesis%20and%20Cross%E2%80%90Metathesis%20as%20a%20Route%20to%20Substituted%20Benzo%5Bb%5Dazepine%E2%80%902%E2%80%90one,%20Benzo%5Bb%5Dazepine%20and%20Benzo%5Bb%5Doxepine%20Derivatives&rft.jtitle=Helvetica%20chimica%20acta&rft.au=Mandal,%20Shyamasankar&rft.date=2021-03&rft.volume=104&rft.issue=3&rft.epage=n/a&rft.issn=0018-019X&rft.eissn=1522-2675&rft_id=info:doi/10.1002/hlca.202000216&rft_dat=%3Cwiley_cross%3EHLCA202000216%3C/wiley_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true