Cyclization Kennedy

Golub, M. A., Cyclized and Isomerized Rubber, Chap. 10A in Polymer Chemistry of Synthetic Elastomers, Part II, J. P. Kennedy and E. G. Tornqvist, eds., Wiley-Interscience, New York, 1969. 

There are other oxidative cyclizations related to the Kennedy protocol For example ... 

Cyclizations onto triple bonds have also been employed commonly in the constructions of cyclic organic molecules. For example, Rainier and Kennedy utilised a tandem Bu3SnH addition/cyclization strategy in their construction of some substituted indoles (101), an example of which is depicted in equation 76659. 

The low yields attained for the reactions shown in Scheme 3 call into doubt the usefulness of the syn-oxidative polycyclization under the published PCC-conditions for preparative purposes. However, the palette of possible oxidation reagents is by no means exhausted by PCC. Valuable ideas for a solution of the problem come from the work of Kennedy et al. with Re207 as an oxidizing agent for oxidative olefin cyclization. [6] As shown in Scheme 4 Keinan et al. [10] applied Re207 successfully in an iterative oxidative-olefin-cyclization sequence leading to oligo-tetrahydrofurans (20 -> 21 -> 22). 

Other references related to the Kennedy oxidative cyclization are cited in the literature. ... 

Fukuyama and colleagues employed hypophospho-rous acid to induce indoUzation of u-alkenylthioanilides (Scheme 2, equation 1), including a synthesis of ( )-catharanthine and a 2-adamantylindole [7, 8]. Rainier and Kennedy succeeded in capturing the intermediate indole-nine from the radical cyclization of the isocyanide 1 to... 

Kennedy and Hall have reported a one-pot allylboration/lactonization using the tetra-substituted 2-alkoxycarbonyl aUylboronates 17 (Section 6.2.1.2) [39]. These allyl-boronates react with aldehydes, thermally and under Lewis acid catalysis, to first provide the hydroxy-ester intermediate 119 (Equation 58). This initial product cyclizes under the reaction conditions by lactonization to afford a-exomethylene y-lactones 120. This facile cyclization is probably a manifestation of the gem-dialkyl effect. In-... 

G. Kaszas, J.E. Puskas, and J.P. Kennedy, Thermoplastic elastomers having isobutylene block and cyclized diene blocks, US Patent 4 910 261, assigned to Edison Polymer Innovation Corp. (EPIC) (Broadview Heights, OH), March 20,1990. 

A microwave procedure for tbe synthesis of a focused library of 3-amino-imid-azopyridines bas been developed by DiMauro and Kennedy (2007). Imidazopyri-dine products were obtained via an Ugi-type cyclization, starting from 2-aminopyri-dine-5-boronic acid pinacol ester, where an intermediate was formed. It was further converted into the final product by a Suzuki coupling in a one-pot procedure. It was interesting to note that it was neither possible to perform the reaction sequence in one step nor the sequence can be reversed. 

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