✦ LIBER ✦

Cycloaddition reaction of schiff bases with ketenes generated by pyrolysis of 2-aryl-substituted 1,5,7-trioxaspiro[2.5]octane-4,8-diones

✍ Scribed by Takashi Tsuno; Kosuke Kondo; Kunio Sugiyama

Publisher: Journal of Heterocyclic Chemistry
Year: 2006
Tongue: English
Weight: 141 KB
Volume: 43
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570430104

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

magnified image

The α‐oxo ketenes 6 which are generated by the pyrolysis of the 2‐aryl‐substituted 1,5,7‐trioxaspiro[2.5]octane‐4,8‐diones 1, were reacted with Schiff bases 2 to give spiro compounds constructed between the β‐lactam and 1,3‐dioxolan‐4‐one; i.e., the 2,3,6‐triaryl‐2‐aza‐5,7‐dioxaspiro[3.4]octane‐1,8‐diones 3 and 4. Hydrogenation of the mixture of 3a and 4a in the presence of catalytic amount of Pd‐C produced the trans‐2‐benzyloxy‐1,4‐diphenyl‐β‐lactam‐3‐carboxylic acid 9.

📜 SIMILAR VOLUMES

Cycloaddition Reaction of Schiff Bases w

Cycloaddition Reaction of Schiff Bases with Ketenes Generated by Pyrolysis of 2-Aryl-Substituted 1,5,7-Trioxaspiro[2.5]octane-4,8-diones.

✍ Takashi Tsuno; Kosuke Kondo; Kunio Sugiyama 📂 Article 📅 2006 🏛 John Wiley and Sons ⚖ 21 KB

ChemInform Abstract: Asymmetric Reaction

ChemInform Abstract: Asymmetric Reactions of 2-Methoxy-1,4-benzoquinones with Styrenyl Systems: Enantioselective Syntheses of 8-Aryl-3-methoxybicyclo[4.2.0]oct-3-en-2,5-diones, 7-Aryl-3-hydroxybicyclo[3.2.1]oct-3-en-2,8-diones, 2-Aryl-6-methoxy-2,3-dihydrobenzofuran-5-ols, and Pterocarpans.

✍ Thomas A. Engler; Michael A. Letavic; Rajesh Iyengar; Kenneth O. LaTessa; Jayach 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 44 KB 👁 1 views

The chiral titanium complex, derived from TiCl 4 , Ti(O-iPr) 4 , and dioxole (+)-PPD, effectively promotes the enantioselective formation of compounds (III)/(VII) and (V)/(IX) in good yields and high e.e. from (E)-alkene (II) and benzoquinones (I) or (VI). Compounds (IV)/(VIII), which are also forme

ChemInform Abstract: Synthesis of N-(4-A

ChemInform Abstract: Synthesis of N-(4-Aryl-1-piperazinylbutyl)-substituted 7,8-Benzo-1,3-diazaspiro[4,5]decane-2,4-dione Derivatives with Potential Anxiolytic Activity.

✍ J. KOSSAKOWSKI; T. ZAWADOWSKI; J. TURLO; J. KLEPS 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 37 KB 👁 1 views

Synthesis of N-(4-Aryl-1-piperazinylbutyl)-substituted 7,8-Benzo-1,3diazaspiro[4,5]decane-2,4-dione Derivatives with Potential Anxiolytic Activity. -A series of new derivatives of 7,8-benzo-1,3-diazaspirodecane-2,4-dione bearing a piperazinylbutyl group at one imide nitrogen (V) (6 examples) are sy

Five-Membered 2,3-Dioxo Heterocycles. Pa

Five-Membered 2,3-Dioxo Heterocycles. Part 52. Reactions of 5-Aryl-4-(quinoxalin-2-yl)-2,3-dihydrofuran-2,3-diones with Schiff Bases and Dicyclohexylcarbodiimide. Crystalline and Molecular Structure of Substituted 2-(4-Oxo-3,4-dihydro-2H-1,3-oxazin-5-yl)quinoxalines.

✍ N. Yu. Lisovenko; A. N. Maslivets; Z. G. Aliev 📂 Article 📅 2007 🏛 John Wiley and Sons ⚖ 21 KB 👁 1 views

ChemInform Abstract: Five-Membered 2,3-D

ChemInform Abstract: Five-Membered 2,3-Dioxoheterocycles. Part 64. Reactions of 1-Methyl-3,4-dihydroisoquinolines with 5-Arylfuran-2,3-diones and (Z)-Alkyl 4-Aryl-2-hydroxy-4-oxobut-2-enoates. Crystal and Molecular Structure of (2Z,5Z)-3-Hydroxy-5-{8,8-dimethyl-2,3,8,9-tetrahydro[1,4]dioxino [2,3-g]isoquinolin-6(7H)-ylidene}-1-phenylpent-2-ene-1,4-dione.

✍ V. V. Khalturina; Yu. V. Shklyaev; Z. G. Aliev; A. N. Maslivets 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 39 KB 👁 1 views

3-Aryl- and 2,3-Diaryl-4-oxo-4,5,6,7-tet

3-Aryl- and 2,3-Diaryl-4-oxo-4,5,6,7-tetrahydroindazoles. Part 1. Reactions of Phenyl- and Tosylhydrazones of Dimedone and Cyclohexane-1,3-dione with Substituted Benzaldehydes.

✍ I. Strakova; A. Strakovs; M. Petrova 📂 Article 📅 2006 🏛 John Wiley and Sons ⚖ 23 KB 👁 1 views