Patent ID: 8252928

Claim:
A process for the preparation of a compound of Formula (IIa): the process comprising: (a) contacting a compound of Formula (Ia), with an alcohol and a proton donor having a pKA of less than 0 to form a reaction mixture, wherein a molar ratio of the proton donor to compound of Formula (Ia) is from about 1:1 to about 20:1, and wherein the compound of Formula (Ia) is of the following structure: (b) heating the reaction mixture to form a compound of Formula (IIa), wherein: A is {—}O{—} and is a member of a five-membered heterocyclic ring; R 1 , R 2 , and R 3 are each independently selected from the group consisting of hydrogen, hydrocarbyl, substituted hydrocarbyl, halogen, {—}OH, {—}NH 2 , {—}SH, {—}SR 111 , {—}OR 111 , and {—}N(R 111 ) 2 ; R 4 is selected from the group consisting of {—}OH, {—}SH, {—}NH 2 , {—}NHR 112 , {—}N(OH)R 112 , {—}P(OH) 2 , {—]P(OH)R 112 , {—}B(OH) 2 , {—}B(OH)R 112 , and {—}Si(OH)(R 112 ) 2 ; R 5 , R 6a , R 6b , R 7a , R 7b , R 8a , and R 8b , are each independently selected from the group consisting of hydrogen, hydrocarbyl, substituted hydrocarbyl, halogen, {—}OH, {—}NH 2 , {—}SH, {—}SR 111 , {—}OR 111 , and {—}N(R 111 ) 2 ; provided that any of R 6a and R 6b , R 7a and R 7b , R 8a and R 8b , may together form a moiety selected from the group consisting of {═}O, {═}S, and {═}NR 111 ; R 9 , R 10a , R 10b , R I4 , R I5a , R I5b , R I6a , R I6b , and R I7 are independently selected from the group consisting of hydrogen, hydrocarbyl, substituted hydrocarbyl, and {—}OR 112 ; R 111 is selected from the group consisting of hydrocarbyl and substituted hydrocarbyl; R 112 is selected from the group consisting of {—}H, hydrocarbyl, and substituted hydrocarbyl; and carbons attached to R groups selected from the group consisting of R 5 , R 6a , R 6b , R 7a , R 7b , R 8a , R 8b , R 10a , R 10b , R 15a , R 15b , R 16a , and R 16b may optionally form a carbon-carbon double bond with each other or an adjacent carbon.