243. The reaction of pyrophosphoryl chloride with grignard reagents

Crofts, P. C.; Downie, Ian M.; Williamson, Kenneth L.

doi:10.1039/jr9640001240

Cited by 15 publications

(11 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…1). [45][46][47][48][49][50][51] The harsh conditions including elevated temperatures employed during acid chloride preparation using PCl 5 or SOCl 2 leads to side reactions. The isolation of pure products in case of reagents PCl 5 , POCl 3 is also cumbersome.…”

Section: Chlorinating Reagentsmentioning

confidence: 99%

Amino acid chlorides: a journey from instability and racemization toward broader utility in organic synthesis including peptides and their mimetics

et al. 2015

View full text Add to dashboard Cite

The review provides a broad overview of amino acid chlorides in peptide chemistry, classified into different sections comprising reagents, N-protected amino acid chlorides (preparation and properties), coupling employing various protocols and applications in difficult and hindered couplings. The recent developments include their applications in synthesis of various amino acid derivatives, peptidomimetics, heterocycles and biologically active molecules.

show abstract

Section: Chlorinating Reagentsmentioning

confidence: 99%

Amino acid chlorides: a journey from instability and racemization toward broader utility in organic synthesis including peptides and their mimetics

et al. 2015

View full text Add to dashboard Cite

show abstract

“…Found: C, 74.88; H, 7.22; N,8.54. 4,5,6,6a,7,7a,12,8a,6]carbazole-l,2-diol Dihydrobromide Monohydrate (4).-A solution of 10.0 g of l,2,3,4-tetrahydro-l-(indol-3-ylmethyl)-6,7dimethoxy-2-methylisoquinoline in 150 ml of hydrobromic acid was refluxed for 15 hr. The reaction mixture was concentrated in vacuo (100 mm) to 100 ml.…”

Section: Experimental Section®mentioning

confidence: 99%

Fluoride-induced cleavage of the carbon-phosphorus bond in diethyl trichloromethylphosphonate. Source of dichlorocarbene and dialkyl phosphorofluoridates

Berry¹,

Arnold²,

Isbell³

1968

J. Org. Chem.

View full text Add to dashboard Cite

“…and dialkylphosphine oxides R 2 P(O)H15 can be esterified by alcoholysis to form the corresponding phosphinates under conventional Atherton-Todd conditions. Moreover, pseudohalogenation of phosphonochloridates R(R¢O)P(O)Cl16 and phosphinic chlorides RR¢P(O)Cl 17 by alkali pseudohalides have also been reported.…”

mentioning

confidence: 99%

Pseudohalogenation of Phosphites

Shi¹,

Pei²

2004

Synthesis

View full text Add to dashboard Cite

A new type of Atherton-Todd reaction for a convenient pseudohalogenation of phosphites has been developed. Direct azidation, cyanation, and thiocyanation of (RO) 2 P(O)H (R = Et, i-Bu, Ph) were accomplished readily with sodium pseudohalides in acetonitrile under mild modified Atherton-Todd conditions. The corresponding phosphorochloridates were demonstrated by GC/MS to be the intermediates. Pseudohalogenations of ethyl phenylphosphinate and diphenylphosphine oxide were also investigated.

show abstract

243. The reaction of pyrophosphoryl chloride with grignard reagents

Cited by 15 publications

References 0 publications

Amino acid chlorides: a journey from instability and racemization toward broader utility in organic synthesis including peptides and their mimetics

Amino acid chlorides: a journey from instability and racemization toward broader utility in organic synthesis including peptides and their mimetics

Fluoride-induced cleavage of the carbon-phosphorus bond in diethyl trichloromethylphosphonate. Source of dichlorocarbene and dialkyl phosphorofluoridates

Pseudohalogenation of Phosphites

Contact Info

Product

Resources

About