Cu‐TEMPO Catalyzed Dehydrogenative Friedlander Annulation/sp 3  C–H Functionalization/Spiroannulation towards Spiro[indoline‐3,3'‐pyrrolizin]‐2'‐yl)‐4‐phenylquinoline‐3‐Carboxylates | Zendy

Pavithra Dalavai | Zendy; Ethiraj Kannat Radhakrishnan | Zendy; Nawaz Khan FazlurRahman | Zendy

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Cu‐TEMPO Catalyzed Dehydrogenative Friedlander Annulation/sp 3 C–H Functionalization/Spiroannulation towards Spiro[indoline‐3,3'‐pyrrolizin]‐2'‐yl)‐4‐phenylquinoline‐3‐Carboxylates

Author(s) -

Pavithra Dalavai,

Ethiraj Kannat Radhakrishnan,

Nawaz Khan FazlurRahman

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.202001109

Subject(s) - chemistry , annulation , indoline , catalysis , regioselectivity , surface modification , medicinal chemistry , carboxylate , ethyl acetoacetate , organic chemistry

A series of spiro[indoline‐3,3'‐pyrrolizin]‐2'‐yl)‐4‐phenylquinoline‐3‐carboxylate 6 from 2‐amino‐5‐chlorobenzhydrol 1 , benzyl alcohols 3 , and methyl or ethyl acetoacetate 2 is reported by the Cu(OAc) 2, TEMPO catalyzed dehydrogenative Friedlander annulation/sp 3 –CH‐functionalization/regioselective 1,3‐ dipolar cyclo‐ addition. Likewise, chimanine A analogues 7 were obtained using a similar strategy in DES (Deep Eutectic Solvents) as a reaction medium in excellent yields.

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