(Cyanovinyl)ketenes from azafulvenones. An apparent retro-Wolff rearrangement
Flash vacuum pyrolyses or pulsed pyrolysis of azole esters 1b and 20 and their carboxylic acids 1a and 19 or acid chloride 1c give five-membered ring ketenes (azafulvenones) 2 and 24 which dimerize to diketopiperazines 3 and 21 but also undergo efficient
Qiao,Meutermans,Wong,Traubel,Wentrup
p. 3852 - 3861
(2007/10/03)
Direct Observation of 1-Azafulven-6-one and Annelated Derivatives
1-Azafulven-6-one, 2-carbonyl-2H-indole, 5-carbonyl-5H-furopyrrole, and thieno- and pyrrolo-analogues are isolated at low temperatures following thermal elimination of water or methanol from the corresponding carboxylic acids or esters; the azafulvenones dimerise at -100 to -40 deg C to diketopiperazine derivatives.
Gross, Gerhard,Wentrup, Curt
p. 360 - 361
(2007/10/02)
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