{"data":{"id":"10.6084/m9.figshare.c.2417269.v1","type":"dois","attributes":{"doi":"10.6084/m9.figshare.c.2417269.v1","prefix":"10.6084","suffix":"m9.figshare.c.2417269.v1","identifiers":[],"alternateIdentifiers":[],"creators":[{"name":"Efeturi A. Onoabedje","affiliation":[],"nameIdentifiers":[]},{"name":"Uchechukwu C. Okoro","affiliation":[],"nameIdentifiers":[]},{"name":"Amitabha Sarkar","affiliation":[],"nameIdentifiers":[]},{"name":"Knight, David W.","nameType":"Personal","givenName":"David W.","familyName":"Knight","affiliation":[],"nameIdentifiers":[]}],"titles":[{"title":"Synthesis and structure of new alkynyl derivatives of phenothiazine and phenoxazine"}],"publisher":"Figshare","container":{},"publicationYear":2016,"subjects":[{"subject":"Biophysics"},{"subject":"Biochemistry"},{"subject":"29999 Physical Sciences not elsewhere classified","subjectScheme":"FOR"},{"subject":"FOS: Physical sciences","schemeUri":"http://www.oecd.org/science/inno/38235147.pdf","subjectScheme":"Fields of Science and Technology (FOS)"},{"subject":"FOS: Physical sciences","subjectScheme":"Fields of Science and Technology (FOS)"},{"subject":"Molecular Biology"},{"subject":"59999 Environmental Sciences not elsewhere classified","subjectScheme":"FOR"},{"subject":"FOS: Earth and related environmental sciences","schemeUri":"http://www.oecd.org/science/inno/38235147.pdf","subjectScheme":"Fields of Science and Technology (FOS)"},{"subject":"FOS: Earth and related environmental sciences","subjectScheme":"Fields of Science and Technology (FOS)"},{"subject":"39999 Chemical Sciences not elsewhere classified","subjectScheme":"FOR"},{"subject":"FOS: Chemical sciences","schemeUri":"http://www.oecd.org/science/inno/38235147.pdf","subjectScheme":"Fields of Science and Technology (FOS)"},{"subject":"FOS: Chemical sciences","subjectScheme":"Fields of Science and Technology (FOS)"},{"subject":"Virology"}],"contributors":[],"dates":[{"date":"2016-02-19","dateType":"Created"},{"date":"2016-05-04","dateType":"Updated"},{"date":"2016","dateType":"Issued"}],"language":null,"types":{"ris":"GEN","bibtex":"misc","citeproc":"article","schemaOrg":"Collection","resourceType":"Collection","resourceTypeGeneral":"Collection"},"relatedIdentifiers":[],"relatedItems":[],"sizes":[],"formats":[],"version":null,"rightsList":[{"rights":"CC-BY","rightsUri":"http://creativecommons.org/licenses/by/3.0/us"}],"descriptions":[{"description":"New alkynyl derivatives of phenothiazine and phenoxazine were obtained via Sonogashira cross-coupling reactions. This was achieved by first synthesizing the intermediates 6-chloro-5H-benzo[a]phenothiazin-5-one, 6-chloro-5H-benzo[a]phenoxazin-5-one and 6-chloro-5H-naphtho[2,1-b]pyrido[2,3-e][1,4]oxazin-5-one by anhydrous base-catalyzed condensations between 2,3-dichloro-1,4-naphthoquinone and 2-aminothiophenol, 2-aminophenol and 2-aminopyridinol, respectively .The cross-couplings of these electron-rich chlorophenothiazine and chlorophenoxazine intermediates with terminal alkynes, employing 4 mol% Pd and 7 mol% XPhos in the presence of base in acetonitrile at 80°C, afforded the highly colored alkynylated derivatives in good yields. These reaction conditions allowed the incorporation of both unprotected N-H and carbonyl groups. Structural assignments were established by spectroscopic (UV, IR, \u003csup\u003e1\u003c/sup\u003eH and \u003csup\u003e13\u003c/sup\u003eCnmr), ms and elemental analytical data.","descriptionType":"Abstract"}],"geoLocations":[],"fundingReferences":[],"xml":"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","url":"https://figshare.com/collections/Synthesis_and_structure_of_new_alkynyl_derivatives_of_phenothiazine_and_phenoxazine/2417269/1","contentUrl":null,"metadataVersion":3,"schemaVersion":"http://datacite.org/schema/kernel-4","source":"api","isActive":true,"state":"findable","reason":null,"viewCount":0,"viewsOverTime":[],"downloadCount":0,"downloadsOverTime":[],"referenceCount":0,"citationCount":0,"citationsOverTime":[],"partCount":0,"partOfCount":0,"versionCount":0,"versionOfCount":0,"created":"2016-02-19T08:05:03.000Z","registered":"2016-02-19T08:05:04.000Z","published":"2016","updated":"2024-12-14T19:28:17.000Z"},"relationships":{"client":{"data":{"id":"figshare.ars","type":"clients"}},"provider":{"data":{"id":"otjm","type":"providers"}},"media":{"data":{"id":"10.6084/m9.figshare.c.2417269.v1","type":"media"}},"references":{"data":[]},"citations":{"data":[]},"parts":{"data":[]},"partOf":{"data":[]},"versions":{"data":[]},"versionOf":{"data":[]}}}}