2018
DOI: 10.1016/j.tetlet.2018.01.019
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N6 - tert -Butoxycarbonyl derivatives of sydnone imines: Preparation and synthetic use

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Cited by 17 publications
(7 citation statements)
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“…All commercially available ABCR and Aldrich reagents were used without preliminary purification. Starting sydnone imines 5 were prepared as described 5b , g‐i , 41 5d , i , 42 5f , 43 and 5k. 35…”
Section: Methodsmentioning
confidence: 99%
“…All commercially available ABCR and Aldrich reagents were used without preliminary purification. Starting sydnone imines 5 were prepared as described 5b , g‐i , 41 5d , i , 42 5f , 43 and 5k. 35…”
Section: Methodsmentioning
confidence: 99%
“…The search was narrowed to 23 structures. Crystallographic information files (CIFs) for compounds 1–24 are deposited at the Cambridge Crystallographic Data Centre (CCDC) under identification numbers and refcodes 987516 (YOMWAA) ( 1 ), 30 803243 (WADNOG) ( 2 ), 31 1028263 (JOMBUK) ( 3 ), 32 242317 (EWOXAP) ( 4 ), 33 722947 (SOLZOJ) ( 5 ), 34 1844074 (BIJKEN) ( 6 ), 35 1150485 (ETHBSD) ( 7 ), 36 889779 (XAZTOJ) ( 8 ), 37 1005653 (XAZJEQ) ( 9 ), 38 1298209 (XZBTZQ) ( 10 ), 39 1030491 (IJOWUB) ( 11 ), 40 1587204 (DEWYIQ) ( 12 ), 41 1972225 (TUFPIW) ( 13 ), 42 723513 (KUCYEN) ( 14 ), 43 2035296 (OVIWAU) ( 15 ), 14 2035298 (OVIWIC) ( 16 ), 14 2035297 (OVIWEY) ( 17 ), 14 784450 (MAGTEV) ( 19 ), 44 784451 (MAGTIZ) ( 20 ), 44 983378 (KIXHUW) ( 21 ), 45 983379 (KIXJAE) ( 22 ), 45 983380 (KIXJEI) ( 23 ), 45 and 983381 (KIXJIM) ( 24 ). 45 The compound 2,3-diphenyl-1,3,4-thiadiazolium-5-thiolate () ( 18 ) was synthesized according to the literature.…”
Section: Methodsmentioning
confidence: 99%
“…These iminosydnone salts, which do not bear any substituent on the exocyclic nitrogen atom (position N 6 ), are not stable under basic conditions and undergo ring opening into the corresponding nitrile precursors . Iminosydnone salts can however react with diverse electrophiles, resulting in stable products (Scheme a). Nonetheless, depending on the nature of substituents on the mesoionic core and the electrophile, this operation might be less trivial than expected. In order to facilitate the exocyclic N -functionalization, two alternative strategies using activating groups on the N 6 position have been developed: one using a p -nitrobenzyl carbamate and the other with an imidazolium urea (Scheme b).…”
Section: General Information On Mesoionicsmentioning
confidence: 98%