Online article for Non-subscribers

Pay per view

Heterocycles has a pay-per-view service for Non-subscribers.
You will be able to directly purchase the full text article through PayPal.
Your purchased Paper can be downloaded after the payment is completed.
An e-mail will be sent the URL to download the paper.
If you have any questions, please contact:

Price: ¥ 4,400 (Yen only)
Period: This Article can be accessed for 7 days.

Paper | Regular issue | Vol 31, No. 10, 1990, pp.1855-1860
Published online, 1st January, 1970
DOI: 10.3987/COM-90-5529
Studies on Isonitriles and Related Compounds. Synthesis of 1H-Pyrrole and 1H-Imidazole Derivatives via 1,3-Dipolar Cycloaddition

Ricardo Bossio, Stefano Marcaccini,* Paola Paoli, Roberto Pepino, and Cecilia Polo

*CNR, Centro di Studio Sulla Chimica e la Struttura dei Composti Eterociclici e lolo Applicazioni, c/o Dipartimento di Chimica Organica "Ugo Schiff", Università di Firenze, Via Gino Capponi 9, I-50121 Firenze, Italy


4-Nitrobenzyl isocyanide (1) reacted with arylsulfenyl chlorides (2) to give isothiocarbamoyl chlorides (3). Treatment of 3 with NEt3 afforded nitrile ylides (4) which reacted with stoichiometric amounts of dimethyl acetylenedicarboxylate to give 1H-pyrroles (5) and with an excess of the same reagnent to give dimethyl-2-substituted maleates (7). The reaction of 4 with ethyl cyanoformate afforded 1H-imidazoles (6).