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First Example of Copper(I) Catalyzed Decarboalkoxymethylation of Alkyl 2‐[1‐(Pyridin‐2‐yl)‐1 H ‐pyrrol‐2‐yl]acetates
Author(s) -
Ali Sk Asraf,
Bera Anirban,
Manna Susanta Kumar,
Santra Subrata,
Molla Mijanur Rahaman,
Samanta Shubhankar
Publication year - 2020
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202000331
Subject(s) - chemistry , substituent , catalysis , yield (engineering) , copper , alkyl , pyrrole , functional group , medicinal chemistry , combinatorial chemistry , stereochemistry , organic chemistry , materials science , metallurgy , polymer
Herein we report an unprecedented functional group assisted decarboalkoxymethylation (–CH 2 CO 2 R) of N ‐pyridinyl pyrrolo esters by using air stable and cheap copper(I) catalyst. 2‐formyl substituent of pyrrole unit is the key isolated intermediate for this novel transformation. This methodology is quick and tolerates a wide range of functional groups in open flask conditions. This protocol provides a large array of tricyclic N ‐pyridinyl 2, 5 unsubstituted fused pyrrole derivatives with high yield (up to 92 %).