𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Radical cyclisation onto nitriles

✍ Scribed by W.Russell Bowman; Colin F Bridge; Philip Brookes

Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
105 KB
Volume
41
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis

Iminyl radicals, generated by 5-exo cyclisation of alkyl, vinyl and aryl C-centred radicals onto nitriles, undergo b-scission (nitrile translocation), reduction or tandem cyclisation onto alkenes depending on the nature of the a-substituent. 5-exo Cyclisations of aryl radicals onto nitriles undergo nitrile translocation when the a-substituent is CN, CO 2 R, SO 2 Ph or CONMe 2 . The rate of translocation is faster than 5-or 6-exo cyclisation onto alkenes or 1,5-hydrogen abstraction of allylic hydrogens. When the a-substituents are alkyl, the intermediate iminyl radicals do not undergo nitrile translocation.

πŸ“œ SIMILAR VOLUMES

Acyl radical cyclisation onto pyrroles
Acyl radical cyclisation onto pyrroles
✍ Steven M Allin; William R.S Barton; W.Russell Bowman; Tom McInally πŸ“‚ Article πŸ“… 2001 πŸ› Elsevier Science 🌐 French βš– 73 KB
Radical cyclisation onto imidazoles and
Radical cyclisation onto imidazoles and benzimidazoles
✍ Fawaz Aldabbagh; W.Russell Bowman πŸ“‚ Article πŸ“… 1997 πŸ› Elsevier Science 🌐 French βš– 128 KB

AbMract: A new protocol for the synthesis of [l, 2-a]-fused benzimidazoles and imidazoles has been developed using intramolecular homolytic aromatic substitution via a)-alkyl radicals generated from 1-(oJbenzeneselenylalkyl)-2-(benzenesulfenyl)-benzimidazoles and -2-(p-toluenesulfonyl)imidazoles.

ChemInform Abstract: Radical Cyclization
ChemInform Abstract: Radical Cyclization onto Nitriles.
✍ W. Russell Bowman; Colin F. Bridge; Philip Brookes πŸ“‚ Article πŸ“… 2001 πŸ› John Wiley and Sons βš– 27 KB πŸ‘ 2 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a β€œFull Text” option. The original article is trackable v

Radical cyclisation onto pyrazoles: synt
Radical cyclisation onto pyrazoles: synthesis of withasomnine
✍ Steven M. Allin; William R.S. Barton; W.Russell Bowman; Tom McInally πŸ“‚ Article πŸ“… 2002 πŸ› Elsevier Science 🌐 French βš– 76 KB

A novel synthetic protocol for the synthesis of [1,2-b]-fused bicyclic pyrazoles has been developed using radical cyclisation. The protocol uses cyclisation of pyrazole-1-(v-alkyl) radicals generated from 1-[v-(phenylselenyl)alkyl]-pyrazole precursors. The pyrazole natural product, withasomnine (3-p

Radical Catalysed Cyclisations onto Sulf
Radical Catalysed Cyclisations onto Sulfone-Substituted Indoles
✍ S Caddick; C.L Shering; S.N Wadman πŸ“‚ Article πŸ“… 2000 πŸ› Elsevier Science 🌐 French βš– 346 KB

A new radical chain process catalysed by sulfonyl radicals has been used for the synthesis of functionalised indoles.