Abstract
We have developed shelf- and air-stable ortho-stannylated aniline reagents that can directly be coupled with alkenyl and aryl halides via Migita-Kosugi-Stille cross-coupling. We report (i) the efficient preparation of o-(tributylstannyl)aniline (2a) and o-(trimethylstannyl)aniline (2b), (ii) the comparison of the reactivities of 2a and 2b with those of related organostannanes in cross-coupling reaction with an alkenyl halide, and (iii) the cross-coupling of 2a and 2b with a series of arylhalides and triflate.
Original language | English (US) |
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Pages (from-to) | 4938-4941 |
Number of pages | 4 |
Journal | Tetrahedron Letters |
Volume | 53 |
Issue number | 37 |
DOIs | |
State | Published - Sep 12 2012 |
Bibliographical note
Funding Information:These studies were supported by the National Institute of General Medical Sciences (GM-65597) and the National Cancer Institute (CA-76497) of the United States National Institutes of Health.
Keywords
- Aniline
- Cross-coupling
- Organostannanes
- Ortho-metalation