Baylis–Hillman Bromides as a Source of 1,3‐Dipoles: Sterically Directed Synthesis of Oxindole‐Fused Spirooxirane and Spirodihydrofuran Frameworks | Zendy

Basavaiah Deevi | Zendy; Badsara Satpal Singh | Zendy; Sahu Bharat Chandra | Zendy

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Baylis–Hillman Bromides as a Source of 1,3‐Dipoles: Sterically Directed Synthesis of Oxindole‐Fused Spirooxirane and Spirodihydrofuran Frameworks

Author(s) -

Basavaiah Deevi,

Badsara Satpal Singh,

Sahu Bharat Chandra

Publication year - 2013

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201203756

Subject(s) - steric effects , oxindole , chemistry , computer science , service (business) , combinatorial chemistry , stereochemistry , database , world wide web , business , organic chemistry , catalysis , marketing

Poles apart : The sterically directed [3+2] cycloaddition reactions of dipoles that were generated from Baylis–Hillman bromides with isatin dipolarophiles provided a facile synthetic route to spirodihydrofuran oxindoles and spiroepoxy oxindoles (see scheme). a)–c) Me 2 S, Cs 2 CO 3 , DMF, 15–20 °C, N 2 , 8 h. EWG: a) CO 2 Me ( Z ), b) CO 2 Me, and c) CN ( E ).

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