Synthesis and Diels-Alder reactions of furo[2,3-c]pyrroles and benzofuro[2,3-c]pyrroles
作者:Chin-Kang Sha、Ren-Sheng Lee、Yu Wang
DOI:10.1016/0040-4020(94)00943-o
日期:1995.1
Furo[2,3-c]pyrroles 1a-d and benzofuro[2,3-c]pyrroles 6a-e were synthesized. Diels-Alder reactions of 1b and 6b gave 1:2 cycloadduct 13 and 1:1 cycloadduct 20, respectively. Parent compound 17 of benzofuro[2,3-c]pyrrole ring system was trapped as N-tert-butoxycarbonyl derivative 18. Oxidative extrusion of the N-bridge in Diels-Alder adduct 20 gave dibenzofuran 22.
呋喃并[2,3- c ^ ]吡咯1A-d和苯并呋喃并[2,3- c ^ ]吡咯6A-E合成。1b和6b的Diels-Alder反应分别给出了1:2环加合物13和1:1环加合物20。母体化合物17苯并呋喃的[2,3- c ^ ]吡咯环体系被困作为ñ -叔丁氧羰基衍生物18。在Diels-Alder加合物20中N桥的氧化挤出反应生成二苯并呋喃22。