3 years ago![Chemo-, Regio-, and Stereoselective Construction of Core Skeleton of Furo[2,3-b]pyrrole via Multicomponent Bicyclization Reaction](/image/eyJ1cmkiOiJodHRwOi8vcHVicy5hY3Mub3JnL2FwcGwvbGl0ZXJhdHVtL3B1Ymxpc2hlci9hY2hzL2pvdXJuYWxzL2NvbnRlbnQvam9jZWFoLzAvam9jZWFoLmFoZWFkLW9mLXByaW50L2Fjcy5qb2MuN2IwMDM3MS8yMDE3MDUxMi9pbWFnZXMvbWVkaXVtL2pvLTIwMTctMDAzNzFqXzAwMDkuZ2lmIiwiZm9ybWF0Ijoid2VicCIsInF1YWxpdHkiOjEwMCwid2lkdGgiOjUxMiwibm9DYWNoZSI6dHJ1ZX0=.webp)
Chemo-, Regio-, and Stereoselective Construction of Core Skeleton of Furo[2,3-b]pyrrole via Multicomponent Bicyclization Reaction
Li-Ming Zhang, Jia-Qi Wang, Ning-Ning Man, Li-Rong Wen, Ming Li
An efficient and straightforward N-ethyldiisopropylamine (DIPEA)-catalyzed multicomponent bicyclization reaction was developed to synthesize furo[2,3-b]pyrrole derivatives from β-ketothioamides, glyoxals, and ethyl cyanacetate in EtOH at rt for 1.5 h. This was achieved via a sequential Knoevenagel condensation, Michael addition, and double cyclization, resulting in continuous formation of four chemical bonds (two C–C, two C–O, and one C–N bonds), two five-membered cycles, and three stereogenic centers in a one-pot operation.
Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b00371
DOI: 10.1021/acs.joc.7b00371
You might also like
Never Miss Important Research
Researcher is an app designed by academics, for academics. Create a personalised feed in two minutes.
Choose from over 15,000 academics journals covering ten research areas then let Researcher deliver you papers tailored to your interests each day.
Researcher displays publicly available abstracts and doesn’t host any full article content. If the content is open access, we will direct clicks from the abstracts to the publisher website and display the PDF copy on our platform. Clicks to view the full text will be directed to the publisher website, where only users with subscriptions or access through their institution are able to view the full article.