naa a22 4500 510733980 CHVBK 20180411083003.0 cr unu---uuuuu 180411e20130501xx s 000 0 eng 10.1007/s12039-013-0415-9 doi (NATIONALLICENCE)springer-10.1007/s12039-013-0415-9 A versatile route to benzodiazocine and spiropyran derivatives through chalcones [Elektronische Daten] [JOHNSON GEORGE, SAURABH SINGH, RAHUL JOSHI, RAMCHAND PARDASANI] Syntheses of 3-(phenyl)-benzo[b]thiophene [2, 3-d][1,2] benzodiazocine derivatives have been accomplished by the reaction of 3-phenacylidine-2-benzo[b]thiophene-2-ones with o-phenylene diamine. The photolytic reaction with trans-stilbene resulted in the exclusive formation of spiro{2′,5′,6′-triphenyl-2H-pyran-4′,3}-benzo[b]thiophene-2-one derivatives. Theoretical calculations have been performed to study the mechanism and stereoselectivity of products. Good yield and broad scope of usable substrates of industrial relevance are other prominent features of the present methodologies. Graphical Abstract Syntheses of 3-(phenyl)-benzo[b]thiophene [2, 3-d][1,2] benzodiazocine derivatives by the reaction of 3-phenacylidine-2-benzo[b]thiophene-2-ones with o-phenylene diamine have been accomplished. A [4+2] photocycloaddition has been carried out to obtain spiro{20,50,60-triphenyl-2H-pyran-40,3}-benzo[b] thiophene-2-one derivatives from 3-phenacylidine-2-benzo[b]thiophene-2-ones and trans-stilbene. Indian Academy of Sciences, 2013 Thioisatin nationallicence chalcones nationallicence benzodiazocines nationallicence spiropyrans nationallicence DFT calculations nationallicence transition state nationallicence GEORGE JOHNSON Department of Chemistry, University of Rajasthan, 302 055, Jaipur, India aut SINGH SAURABH Department of Chemistry, University of Rajasthan, 302 055, Jaipur, India aut JOSHI RAHUL Department of Chemistry, University of Rajasthan, 302 055, Jaipur, India aut PARDASANI RAMCHAND Department of Chemistry, Central University of Rajasthan, Bandarsindri, 305 802, Ajmer, India aut Journal of Chemical Sciences Springer-Verlag 125/3(2013-05-01), 517-524 0974-3626 125:3<517 2013 125 12039 https://doi.org/10.1007/s12039-013-0415-9 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/s12039-013-0415-9 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- GEORGE JOHNSON Department of Chemistry, University of Rajasthan, 302 055, Jaipur, India aut NATIONALLICENCE 700 1- SINGH SAURABH Department of Chemistry, University of Rajasthan, 302 055, Jaipur, India aut NATIONALLICENCE 700 1- JOSHI RAHUL Department of Chemistry, University of Rajasthan, 302 055, Jaipur, India aut NATIONALLICENCE 700 1- PARDASANI RAMCHAND Department of Chemistry, Central University of Rajasthan, Bandarsindri, 305 802, Ajmer, India aut NATIONALLICENCE 773 0- Journal of Chemical Sciences Springer-Verlag 125/3(2013-05-01), 517-524 0974-3626 125:3<517 2013 125 12039 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer