Navigation

0 Hits

  • Previous / Next

You are using Science Of Synthesis as a Guest. Please login or sign up for a free trial to access the full content.
2.2 C—P Bond-Forming Reactions

DOI: 10.1055/sos-SD-208-00193

Petit, C.; Montchamp, J.-L.Science of Synthesis: Cross Coupling and Heck-Type Reactions, (20132331.

General Introduction

Organophosphorus compounds have a broad range of applications in a variety of chemical fields, including supporting ligands for metal catalysts, extractants, flame retardants, materials such as metal-organic frameworks, synthetic intermediates and reagents, and biologically active compounds for medicine and agrochemistry. As a result, methods for the formation of C—P bonds continue to be extremely important in chemical synthesis. This chapter specifically covers C—P bond formation via metal-catalyzed cross coupling between a variety of phosphorus compounds and electrophiles containing aryl sp2 carbons. Although methods applying to aryl sp2 carbons often also apply to alkenyl sp2 carbons, this will not be discussed in detail here because of space limitation and the fact that alkenylphosphorus compounds can often be more easily obtained by other methods that do not require the prior synthesis of the requisite alkenyl electrophile, such as alkenation of carbonyl compounds or metal-catalyzed addition to alkynes. Recent reviews covering related reactions of various phosphorus-containing functional groups are available.[‌1‌‌14‌]

Meeeeeeeeeee, eee eeeee eeeeeee ee eeeeeeeee M—M eeee eeeeeeeee eeee eeeeeeeee ee eee eeeee 8888e;[‌88‌‌88‌] eeeeeee, eeee eeeeee- eee eeeeee-eeeeeeee eeeeeeeee eeeeeeee eeee.[‌88‌] Meeeeeeeeeeeeee, eee eeeee eeeeeeee ee eeeeeeeeee eeeeeeee ee eeee eeeeeee ee eeee ee eeeee eeeeeeeeeeee, eeeeee eeee ee eeeeeee eeeee eee eeeeee eeeeeeee eeeeeee ee eeee eeeeeeeeee-eeeeeeeeee eeeeeeeee (eeeeeeeeee eeeeeeeeeeeeeee eeeeeeeeeee) eee eeee ee eeeeeeeeeee eeeeeeeee eeeeeee eeeeeeee eeeeeeeeeeeee eeeee eeeeeeee eeee eee eeeeeee eeeeeee.[‌88‌] M eeeeeeeeeee eeeeeee ee eeeee ee Meeeee 8. Meeeeeeee ee eee eeeeeeeeee eeeeeee eee eee eeeeeeee ee eee eeee eeeeeeee, eeeeee e eeeeeee eeeeeeeeee(MMM) eeeeeeeeeee 8 (e.e., e eeeeeeee eeeeeeeee, M-eeeeeeeeeee, M-eeeeeeeeeee, eeeeeeeee, ee eeeeeeeeeee) ee e eeeeeee eeeeeeeeee(MMM) eeeeeeeeeee 8 (e.e., e eeeeeeeee eeeeeeeee–eeeeee eeeeeee ee e M-eeeeeeeeeee eeeee) eee eeeeeeee. Meeeeeee eMe eeeeeeeeeee ee eeeeeee, M-eeeeeeeeeeee eeee e eMe ee eeeeee 88 eee eeeeeeeee eeeeeeeee eeeeee eeeeee eeee e eeeeeee ee eeeeee eMe. Meee eeeee eeee eee eeeee eeeeeeee ee M(M)M eeeeeeeee eeee ee eeeee eeee eeee eeeeeee eee eeeeeeeeeeee 8. Me eee eeeee eeee, eeeeeeeee–eeeeee eeeeeeeee eeeeeee e eeeeee eeee ee eeee ee 8. Meeeeee eeeee eeeee eeeeeeee eee eeeeee ee eeeeeeeee eeeeeeeeeee, eeeee ee eeee eeeeee ee ee eeeeeeeee eeee eee eeeee eeeeeeeeee eeeeeee eeeeeeee (eee eeeeeee, eeeeeeee eeeeeeeeee eeee eeeeeee eeeeeee eeeeeeeeee 8 eee 8 eeeeeee eeeeeeeee–eeeeeee eeee eeeeeee eeeeeee eeeeeeeeee 8 eee 8, eee eeeee eeeeeeeee eeeee ee eeeeeee eeeeeeeeee 8 eee 8). Meeeeeeeeeee eeeeee eeeeeeeeee eeee eeee eeeeee eee eeeeeeee eeeeeee, eeeeeeeeee eeeeeee ee eeeeeeeeee eee eeeeeeeeee(M) ee eeeeeeeeee(MMM) eeeeeeeeee eeeeeeeeeee ee eeeeeeeeeeeeeee-eeeeeeeeee M(M)M eeeeeeeee ee e eeeee eeeeee.

Meeeee 8 Meeeeeeeeee Meeeeeee ee eee Meeee-Meeeeeeee Meeee Meeeeeee ee Meeeeeeeee Meeeeeeee

References