Matches in SemOpenAlex for { <https://semopenalex.org/work/W2016504570> ?p ?o ?g. }
- W2016504570 endingPage "2950" @default.
- W2016504570 startingPage "2942" @default.
- W2016504570 abstract "The 2,3-dihydro-1H-benz[f]indole-4,9-diones 3a–d, h were formed in a one-step reaction in 13–82% yield by an unprecedented [3 + 2] regioselective photoaddition of 2-amino-1,4-naphthoquinone (1) with various electronrich alkenes 2 (Scheme 1, Table). The [3 + 2] photoadducts derived from 1 with vinyl ethers and vinyl acetate gave 1H-benz[f]indole-4,9-diones 4e, f, i, in 33–72% yield, by spontaneous loss of the corresponding alcohol or AcOH from the resulting adducts; 4i has a kinamycin skeleton. The [3 + 2] photoaddition also took place on irradiation of the differently substituted amino-1,4-benzoquinones 6, 7, and 12 and excess alkenes 2 in benzene, giving 1H-indole-4,7-dione derivatives 13 and 14 (Scheme 3), 15a and 16 (Scheme 4), and 18 (Scheme 4), respectively. The initial products in these photoadditions were proved to be hydroquinones, the air oxidation of which yielded the heterocyclic quinones; 2,3-dihydro-2-methoxy-2-methyl-5-phenyl-1H-indole-1,4,7-triyl triacetate (19) was isolated after treatment of the crude photoaddition mixture obtained from 2-amino-5-phenyl-1,4-benzoquinone (7) and 2-methoxyprop-1-ene (2f) with Ac2O and pyridine under N2. A pathway leading to the annelated hydroquinones involving ionic intermediates arising from an electron transfer in these photoadditions is proposed (Scheme 5)." @default.
- W2016504570 created "2016-06-24" @default.
- W2016504570 creator A5009972775 @default.
- W2016504570 creator A5027648977 @default.
- W2016504570 creator A5033235455 @default.
- W2016504570 creator A5048707714 @default.
- W2016504570 creator A5074727414 @default.
- W2016504570 creator A5076518491 @default.
- W2016504570 date "1993-12-15" @default.
- W2016504570 modified "2023-10-11" @default.
- W2016504570 title "Photoinduced Molecular Transformations. Part 142. One-step syntheses of 1H-benz[f]indole-4,9-diones and 1H-indole-4,7-diones by a new regioselective photoaddition of 2-amino-1,4-naphthoquinones and 2-amino-1,4-benzoquinones with alkenes" @default.
- W2016504570 cites W1502055635 @default.
- W2016504570 cites W1966101466 @default.
- W2016504570 cites W1975679039 @default.
- W2016504570 cites W1981662490 @default.
- W2016504570 cites W1994109253 @default.
- W2016504570 cites W1994466025 @default.
- W2016504570 cites W1996852500 @default.
- W2016504570 cites W1998775832 @default.
- W2016504570 cites W2002906875 @default.
- W2016504570 cites W2005249631 @default.
- W2016504570 cites W2009031607 @default.
- W2016504570 cites W2017091129 @default.
- W2016504570 cites W2020926193 @default.
- W2016504570 cites W2024323261 @default.
- W2016504570 cites W2031312928 @default.
- W2016504570 cites W2041748469 @default.
- W2016504570 cites W2057810842 @default.
- W2016504570 cites W2070479406 @default.
- W2016504570 cites W2081524589 @default.
- W2016504570 cites W2086289004 @default.
- W2016504570 cites W2093261357 @default.
- W2016504570 cites W2114004819 @default.
- W2016504570 cites W2171344058 @default.
- W2016504570 cites W2316058049 @default.
- W2016504570 cites W2320665343 @default.
- W2016504570 cites W2323592514 @default.
- W2016504570 cites W2407559290 @default.
- W2016504570 cites W2513217243 @default.
- W2016504570 cites W2949394537 @default.
- W2016504570 cites W2952350654 @default.
- W2016504570 cites W3161383061 @default.
- W2016504570 cites W4236114831 @default.
- W2016504570 cites W4247971794 @default.
- W2016504570 doi "https://doi.org/10.1002/hlca.19930760818" @default.
- W2016504570 hasPublicationYear "1993" @default.
- W2016504570 type Work @default.
- W2016504570 sameAs 2016504570 @default.
- W2016504570 citedByCount "16" @default.
- W2016504570 countsByYear W20165045702013 @default.
- W2016504570 countsByYear W20165045702015 @default.
- W2016504570 countsByYear W20165045702016 @default.
- W2016504570 countsByYear W20165045702020 @default.
- W2016504570 crossrefType "journal-article" @default.
- W2016504570 hasAuthorship W2016504570A5009972775 @default.
- W2016504570 hasAuthorship W2016504570A5027648977 @default.
- W2016504570 hasAuthorship W2016504570A5033235455 @default.
- W2016504570 hasAuthorship W2016504570A5048707714 @default.
- W2016504570 hasAuthorship W2016504570A5074727414 @default.
- W2016504570 hasAuthorship W2016504570A5076518491 @default.
- W2016504570 hasConcept C108204754 @default.
- W2016504570 hasConcept C134121241 @default.
- W2016504570 hasConcept C155647269 @default.
- W2016504570 hasConcept C161790260 @default.
- W2016504570 hasConcept C178790620 @default.
- W2016504570 hasConcept C185592680 @default.
- W2016504570 hasConcept C191897082 @default.
- W2016504570 hasConcept C192527728 @default.
- W2016504570 hasConcept C192562407 @default.
- W2016504570 hasConcept C2779485729 @default.
- W2016504570 hasConcept C59759590 @default.
- W2016504570 hasConcept C71240020 @default.
- W2016504570 hasConceptScore W2016504570C108204754 @default.
- W2016504570 hasConceptScore W2016504570C134121241 @default.
- W2016504570 hasConceptScore W2016504570C155647269 @default.
- W2016504570 hasConceptScore W2016504570C161790260 @default.
- W2016504570 hasConceptScore W2016504570C178790620 @default.
- W2016504570 hasConceptScore W2016504570C185592680 @default.
- W2016504570 hasConceptScore W2016504570C191897082 @default.
- W2016504570 hasConceptScore W2016504570C192527728 @default.
- W2016504570 hasConceptScore W2016504570C192562407 @default.
- W2016504570 hasConceptScore W2016504570C2779485729 @default.
- W2016504570 hasConceptScore W2016504570C59759590 @default.
- W2016504570 hasConceptScore W2016504570C71240020 @default.
- W2016504570 hasIssue "8" @default.
- W2016504570 hasLocation W20165045701 @default.
- W2016504570 hasOpenAccess W2016504570 @default.
- W2016504570 hasPrimaryLocation W20165045701 @default.
- W2016504570 hasRelatedWork W2014782068 @default.
- W2016504570 hasRelatedWork W2042011280 @default.
- W2016504570 hasRelatedWork W2059203659 @default.
- W2016504570 hasRelatedWork W2072913660 @default.
- W2016504570 hasRelatedWork W2087599690 @default.
- W2016504570 hasRelatedWork W2096116918 @default.
- W2016504570 hasRelatedWork W2322358718 @default.
- W2016504570 hasRelatedWork W2325326563 @default.
- W2016504570 hasRelatedWork W2951539138 @default.
- W2016504570 hasRelatedWork W2953245046 @default.