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A Facile Synthesis of a New Class of Eight‐Membered Heterocycles from 1‐Azabutadienes
Author(s) -
Barluenga José,
Tomás Miguel,
Ballesteros Alfredo,
Gotor Vicente,
Krüger Carl,
Tsay YiHung
Publication year - 1986
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198601811
Subject(s) - regioselectivity , acetylene , class (philosophy) , chemistry , organic chemistry , computer science , catalysis , artificial intelligence
The regioselective synthesis of substituted 1,5‐diazocin‐2(1 H )‐ones 3 has been achieved for the first time by reaction of the azabutadienes 1 with dichlorosilanes to give 2 , which are then allowed to react with esters of acetylene dicarboxylic acid (E = CO 2 R 3 ).