Ringverengung einiger dialkylamino‐ und methoxysubstituierter 1,2‐ und 1,4‐Benzochinone

Abstract

Ring Contraction of Some Diakylamino-and Methoxy-substituted 1,2-and 1,4BenzoquinonesThe dialkylamino and methoxy-substituted 1,2 and 1,4-benzoquinones la, b, 4, 6, and 8 react with sodium metaperiodate in methanol/water to give the ring-contracted products 3a, b, 5, 7, and 9. Compound 3b is also obtained by the reaction of l b with 3-chloroperoxybenzoic acid.Im Rahmen unserer Untersuchungen zur Reaktivitat von Bis(dialky1amino)benzochinonen'J1 berichten wir iiber die Umsetzungen einiger bis(dialky1amino)-und methoxysubstituierter 1,2-und 1,4-Benzochinone mit Natriumperiodat und 3-Chlorperoxybenzoesaure.Durch Umsetzung des Diamino-1,2-benzochinons 1 a mit einem OberschuB an Natriumperiodat in Methanol/Wasser wird in 63% Ausbeute eine orangefarbene Verbindung er-

Exploring Aporphine as Anti-inflammatory and Analgesic Lead from Dactylicapnos scandens

“…Unfortunately, the reaction conditions reported in the literature , provided a complex mixture of products, and none of the desired product was detected by NMR. After a few attempts, treatment of 3a with sodium periodate in anhydrous methanol promoted the benzilic acid-like rearrangement and gave the desired product ( 11 ) and its isomer (Scheme S1), both in 32% isolated yield. With the rearrangement product in hand, we next removed the Boc group under MW conditions to yield 12 (84%).…”