Sequential (3 + 2) cycloaddition and (5 + n) annulation for modular synthesis of dihydrobenzoxazines, tetrahydrobenzoxazepines and tetrahydrobenzoxazocines†
Date
2018-06Author
Muthengi, Alex
Zhang, Xiaofeng
Dhawan, Gagan
Zhang, Wensheng
Corsinia, Francesca
Zhang, Wei
Metadata
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A two-step method for the (3 + 2) cycloaddition of azomethine ylides followed by a double SN2 substi tution-based (5 + n) annulation is introduced for the modular synthesis of dihydrobenzoxazine, tetra hydrobenzoxazepine and tetrahydrobenzoxazocine derivatives. After a quick water wash without further
purification, the (3 + 2) cycloaddition intermediates were used for the (5 + n) annulation to afford pro ducts. Green chemistry metrics analysis of the synthetic processes provided favorable results