Accessing alpha-arylated nitriles via BF3 center dot OEt2 catalyzed cyanation of para-quinone methides using tert-butyl isocyanide as a cyanide source
Title | Accessing alpha-arylated nitriles via BF3 center dot OEt2 catalyzed cyanation of para-quinone methides using tert-butyl isocyanide as a cyanide source |
Publication Type | Journal Article |
Year of Publication | 2018 |
Authors | Shirsath, SR, Shinde, GH, Shaikh, AC, Muthukrishnan, M |
Journal | Journal of Organic Chemistry |
Volume | 83 |
Issue | 19 |
Pagination | 12305-12314 |
Date Published | OCT |
Type of Article | Article |
ISSN | 0022-3263 |
Abstract | BF3 center dot OEt2 catalyzed 1,6-conjugate addition of tertbutyl isocyanide to para-quinone methides and fuchsones for the synthesis of alpha-diaryl and alpha-triaryl nitriles has been reported. This protocol allows alpha-diaryl- and alpha-triaryl nitriles to be accessed in good to excellent yields and with a broad substrate scope, which could be further functionalized to give a versatile set of products. This is the first example wherein tert-butyl isocyanide has been used as a cyanide source for the 1,6-conjugate addition. |
DOI | 10.1021/acs.joc.8b01926 |
Type of Journal (Indian or Foreign) | Foreign |
Impact Factor (IF) | 4.805 |
Divison category:
Organic Chemistry
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