Matches in SemOpenAlex for { <https://semopenalex.org/work/W1605299841> ?p ?o ?g. }
- W1605299841 endingPage "1590" @default.
- W1605299841 startingPage "1583" @default.
- W1605299841 abstract "Abstract We have developed a method for the preparation 4‐organochalcogenyl‐1 H ‐isochromen‐1‐imines from o ‐alkynylbenzamides. This electrophile‐promoted nucleophilic cyclization achieved by treatment with a combination of iron salts and diorganyl dichalcogenides. FeCl 3 and diorganyl dichalcogenides reacted with o ‐alkynylbenzamides under aerobic conditions at room temperature and in the absence of additives to give 4‐organochalcogenyl‐1 H ‐isochromen‐1‐imines in good yields and with good selectivities. The reaction took place with 0.5 equiv. of the diorganyl dichalcogenides, which demonstrates that both halves of the diorganyl dichalcogenides (RYYR → 2RY) were incorporated into the final product. Mechanistic studies suggested that the regioselectivity of the cyclization is governed by a seleniranium ion, a key intermediate formed by the electrophilic addition of the organochalcogen moiety to the carbon–carbon triple bond. The utility of the 4‐organochalcogenyl‐1 H ‐isochromen‐1‐imines was also demonstrated by their application as starting materials in Suzuki and Sonogashira cross‐coupling reactions." @default.
- W1605299841 created "2016-06-24" @default.
- W1605299841 creator A5006472972 @default.
- W1605299841 creator A5020034268 @default.
- W1605299841 creator A5073467338 @default.
- W1605299841 date "2015-01-27" @default.
- W1605299841 modified "2023-10-16" @default.
- W1605299841 title "Nucleophilic Cyclization of<i>o</i>-Alkynylbenzamides Promoted by Iron(III) Chloride and Diorganyl Dichalcogenides: Synthesis of 4-Organochalcogenyl-1<i>H</i>-isochromen-1-imines" @default.
- W1605299841 cites W1570138503 @default.
- W1605299841 cites W1581960839 @default.
- W1605299841 cites W1980090410 @default.
- W1605299841 cites W1984870317 @default.
- W1605299841 cites W1989027120 @default.
- W1605299841 cites W1989118569 @default.
- W1605299841 cites W1990701538 @default.
- W1605299841 cites W1992125773 @default.
- W1605299841 cites W2011434145 @default.
- W1605299841 cites W2013216250 @default.
- W1605299841 cites W2016351658 @default.
- W1605299841 cites W2017675726 @default.
- W1605299841 cites W2019005975 @default.
- W1605299841 cites W2020456487 @default.
- W1605299841 cites W2024198514 @default.
- W1605299841 cites W2026457978 @default.
- W1605299841 cites W2027075216 @default.
- W1605299841 cites W2030917838 @default.
- W1605299841 cites W2038913683 @default.
- W1605299841 cites W2039227502 @default.
- W1605299841 cites W2042281970 @default.
- W1605299841 cites W2052166259 @default.
- W1605299841 cites W2052808022 @default.
- W1605299841 cites W2053352719 @default.
- W1605299841 cites W2056466869 @default.
- W1605299841 cites W2067114364 @default.
- W1605299841 cites W2070400545 @default.
- W1605299841 cites W2073460303 @default.
- W1605299841 cites W2078656939 @default.
- W1605299841 cites W2079569325 @default.
- W1605299841 cites W2079570852 @default.
- W1605299841 cites W2080766536 @default.
- W1605299841 cites W2082941451 @default.
- W1605299841 cites W2083022399 @default.
- W1605299841 cites W2088032007 @default.
- W1605299841 cites W2090718785 @default.
- W1605299841 cites W2094237843 @default.
- W1605299841 cites W2099793685 @default.
- W1605299841 cites W2105331476 @default.
- W1605299841 cites W2109623610 @default.
- W1605299841 cites W2110170720 @default.
- W1605299841 cites W2114976577 @default.
- W1605299841 cites W2116208101 @default.
- W1605299841 cites W2125417560 @default.
- W1605299841 cites W2126932052 @default.
- W1605299841 cites W2142732971 @default.
- W1605299841 cites W2146752514 @default.
- W1605299841 cites W2150465569 @default.
- W1605299841 cites W2156768633 @default.
- W1605299841 cites W2160320749 @default.
- W1605299841 cites W2163909675 @default.
- W1605299841 cites W2168416963 @default.
- W1605299841 cites W2177936748 @default.
- W1605299841 cites W2178856593 @default.
- W1605299841 cites W2179096303 @default.
- W1605299841 cites W2312387275 @default.
- W1605299841 cites W2323154003 @default.
- W1605299841 cites W2327764226 @default.
- W1605299841 cites W2949314142 @default.
- W1605299841 cites W2949341978 @default.
- W1605299841 cites W2949641504 @default.
- W1605299841 cites W2949727703 @default.
- W1605299841 cites W2950199175 @default.
- W1605299841 cites W2950317292 @default.
- W1605299841 cites W2950355085 @default.
- W1605299841 cites W2950546459 @default.
- W1605299841 cites W2950678686 @default.
- W1605299841 cites W2950880343 @default.
- W1605299841 cites W2951093482 @default.
- W1605299841 cites W2951116857 @default.
- W1605299841 cites W2951558103 @default.
- W1605299841 cites W2952330006 @default.
- W1605299841 cites W2952469329 @default.
- W1605299841 cites W2952972982 @default.
- W1605299841 cites W4254135753 @default.
- W1605299841 doi "https://doi.org/10.1002/ejoc.201403534" @default.
- W1605299841 hasPublicationYear "2015" @default.
- W1605299841 type Work @default.
- W1605299841 sameAs 1605299841 @default.
- W1605299841 citedByCount "26" @default.
- W1605299841 countsByYear W16052998412015 @default.
- W1605299841 countsByYear W16052998412016 @default.
- W1605299841 countsByYear W16052998412017 @default.
- W1605299841 countsByYear W16052998412018 @default.
- W1605299841 countsByYear W16052998412019 @default.
- W1605299841 countsByYear W16052998412020 @default.
- W1605299841 countsByYear W16052998412021 @default.
- W1605299841 countsByYear W16052998412022 @default.
- W1605299841 crossrefType "journal-article" @default.
- W1605299841 hasAuthorship W1605299841A5006472972 @default.