Derivate des 1.3-Benzdioxols, 51 Darstellung und Reaktionen des 6.7.8.9-Tetrahydrocyclohepta[4.5]benzo[1.2-d][1.3]dioxol-5-on / Derivatives of 1,3-Benzodioxoles, 51 Preparation and Reactions of 6,7,8,9-Tetrahydrocyclohepta[4.5]benzo[1,2-d][1,3]dioxol-5-one

Abstract

<jats:p>A synthesis of substituted phenylvaleric acids 4 a-e from 1,3-benzdioxolaldehyds 1a -d is described. Treatment with PPA gave benzocycloheptanones 5a-e which gave by reduction and dehydratisation benzocycloheptene 7 a-d. Reactions of benzocycloheptanone 5a and of benzocycloheptenaldehyds 10a-b are reported.</jats:p>

Analogs of N′-hydroxy-N-(4H,5H-naphtho[1,2-d]thiazol-2-yl)methanimidamide inhibit Mycobacterium tuberculosis methionine aminopeptidases

“…13 Yield: 37% over 3 steps; R f (3:7 EtOAc/hexanes): 0.45 (UV active); t R = 9.987 min. (98%); 1 H-NMR (400 MHz, acetone-d 6 ): δ, 9.57 (br s, 2H, NH, OH), 7.90 (s, 1H, CH=N), 7.27 (s, 1H, H-10), 6.88 (s, 1H, H-7), 6.05 (d, J = 10.3 Hz, 2H, OCH 2 O), 3.11–2.85 (m, 4H, H-4,6), 2.28 (m, 2H, H-5); MALDI-TOF: m/z , 304 (70%, MH + ), 326 (40%, M+Na + ).…”

“…The N' -hydroxy- N -(thiazol-2-yl)methanimidamides were prepared using a three-step protocol starting from ketones 1 (Scheme 1). The ketones unavailable from commercial sources, namely 1f , 10 1g , 11 1h , 12 1j , 13 and 1k 14 were prepared following literature procedures. Aminothiazoles 2a–2m were prepared using a variation of Hantzsch thiazole synthesis, 15 where α-halo ketones generated in situ (from 1a–1m ) were reacted with thiourea.…”