Efficient Synthesis of Five- and Seven-Membered-Ring Heterocycles by Rhodium(II)-Catalyzed [3+2] and [3+4] Cycloaddition of Diazodicarbonyl Compounds with Conjugated Dienes

2005 ◽  
Vol 2005 (8) ◽  
pp. 1568-1577 ◽  
Author(s):  
Yong Rok Lee ◽  
Jae Cheol Hwang
Keyword(s):  
Conjugated Dienes ◽  
Membered Ring ◽  
Efficient Synthesis

scholarly journals Biobased Polymers via Radical Homopolymerization and Copolymerization of a Series of Terpenoid-Derived Conjugated Dienes with exo-Methylene and 6-Membered Ring

Molecules ◽  
2020 ◽  
Vol 25 (24) ◽  
pp. 5890
Author(s):  
Takenori Nishida ◽  
Kotaro Satoh ◽  
Masami Kamigaito
Keyword(s):  
Conjugated Dienes ◽  
Membered Ring ◽  
Feed Ratio ◽  
Vinyl Monomers ◽  
Monomer Reactivity Ratios ◽  
Molecular Weights ◽  
Vinyl Polymers ◽  
Biobased Polymers ◽  
Reversible Addition ◽  
Raft Agent

A series of exo-methylene 6-membered ring conjugated dienes, which are directly or indirectly obtained from terpenoids, such as β-phellandrene, carvone, piperitone, and verbenone, were radically polymerized. Although their radical homopolymerizations were very slow, radical copolymerizations proceeded well with various common vinyl monomers, such as methyl acrylate (MA), acrylonitrile (AN), methyl methacrylate (MMA), and styrene (St), resulting in copolymers with comparable incorporation ratios of bio-based cyclic conjugated monomer units ranging from 40 to 60 mol% at a 1:1 feed ratio. The monomer reactivity ratios when using AN as a comonomer were close to 0, whereas those with St were approximately 0.5 to 1, indicating that these diene monomers can be considered electron-rich monomers. Reversible addition fragmentation chain-transfer (RAFT) copolymerizations with MA, AN, MMA, and St were all successful when using S-cumyl-S’-butyl trithiocarbonate (CBTC) as the RAFT agent resulting in copolymers with controlled molecular weights. The copolymers obtained with AN, MMA, or St showed glass transition temperatures (Tg) similar to those of common vinyl polymers (Tg ~ 100 °C), indicating that biobased cyclic structures were successfully incorporated into commodity polymers without losing good thermal properties.

scholarly journals Terpenoid-derived conjugated dienes with exo-methylene and a 6-membered ring: high cationic reactivity, regioselective living cationic polymerization, and random and block copolymerization with vinyl ethers

2021 ◽  
Vol 12 (9) ◽  
pp. 1186-1198
Author(s):  
Takenori Nishida ◽  
Kotaro Satoh ◽  
Masazumi Tamura ◽  
Yingai Li ◽  
Keiichi Tomishige ◽  
...  
Keyword(s):  
Thermal Properties ◽  
Cationic Polymerization ◽  
Conjugated Dienes ◽  
Membered Ring ◽  
Block Copolymerization ◽  
Vinyl Ethers ◽  
Living Cationic Polymerization

Biobased exo-methylene-conjugated dienes underwent regioselective living cationic polymerization to result in well-defined homo- and copolymers with good thermal properties.

Efficient Synthesis of Open-Cage Fullerene Derivatives Having 16-Membered-Ring Orifices

2007 ◽  
Vol 72 (18) ◽  
pp. 7042-7045 ◽  
Author(s):  
Manolis M. Roubelakis ◽  
Yasujiro Murata ◽  
Koichi Komatsu ◽  
Michael Orfanopoulos
Keyword(s):  
Membered Ring ◽  
Efficient Synthesis ◽  
Fullerene Derivatives

Phosphine-mediated sequential annulations of allenyl ketone and isocyanide: a bicyclization strategy to access a furan-fused eight-membered ring and a spirocycle

2019 ◽  
Vol 55 (81) ◽  
pp. 12180-12183 ◽  
Author(s):  
Bingxiang Xue ◽  
Shikuan Su ◽  
Yongmei Cui ◽  
Youwen Fei ◽  
Xueshun Jia ◽  
...  
Keyword(s):  
Membered Ring ◽  
Efficient Synthesis

Phosphine-mediated cascade annulations of allenyl ketone and isocyanide have been disclosed. This strategy enables the efficient synthesis of a furan-fused eight-membered ring and a spirocycle.

ChemInform Abstract: Mild and Efficient Synthesis of Benzo-Fused Seven- and Eight-Membered Ring Lactams: A Convenient Approach to Biologically Interesting Chemotypes.

ChemInform ◽  
2013 ◽  
Vol 44 (31) ◽  
pp. no-no
Author(s):  
Jayne L. Kenwright ◽  
Warren R. J. D. Galloway ◽  
Lars Wortmann ◽  
David R. Spring
Keyword(s):  
Membered Ring ◽  
Efficient Synthesis ◽  
Convenient Approach
Sign in / Sign up

Export Citation Format

Share Document