NaBH₄‐I₂ mediated chemoselective reduction of γ‐lactam and thio‐γ‐lactam in presence of gem‐dicarboxylates: An easy access to 1,3‐diaryl pyrrolidines

Abstract

in Wiley Online Library (wileyonlinelibrary.com).Substituted pyrrolidine derivatives were synthesized in high yield by NaBH 4 /I 2 mediated chemoselective reduction of N-aryl-c-lactam and N-aryl-thio-c-lactam-2,2-dicarboxylate. With excess NaBH 4 /I 2 , carbonyl functionality of the ester groups remained unchanged.

Synthesis of 3‐aryl pyrrolidines: A highlights

“…Then, Barman et al reduced the thiocarbonyl group of N-aryl thio-γ-lactam derivatives 40 by the same reagent system to prepare the 1,3-diaryl pyrrolidine derivatives Scheme 12. [17] They have also reduced the N-aryl-γ-lactam 5-carboxylic acids 41 to prepare the 1,3-diaryl pyrrolidine derivatives Scheme 13. [18] In this case, the acid function is also reduced.…”

“…[17] They have also reduced the N-aryl-γ-lactam 5-carboxylic acids 41 to prepare the 1,3-diaryl pyrrolidine derivatives Scheme 13. [17] They have also reduced the N-aryl-γ-lactam 5-carboxylic acids 41 to prepare the 1,3-diaryl pyrrolidine derivatives Scheme 13.…”